Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Spirit Airlines

The cheapest airline(s) flying from New York City to Chicago is Spirit Airlines.

  • Spirit Airlines Spirit Airlines
  • Delta Air Lines Delta Air Lines
  • American Airlines American Airlines
  • Frontier Airlines Frontier Airlines
  • JetBlue Airways JetBlue Airways
  • United Airlines United Airlines
  • Sun Country Airlines Sun Country Airlines
  • Lufthansa Lufthansa
  • British Airways British Airways
  • Alaska Airlines Alaska Airlines
Cheapest Month June

Travel Period: May 2024 - April 2025

The cheapest month(s) to fly from New York City to Chicago is June.

  • May 2024
  • Jun 2024
  • Jul 2024
  • Aug 2024
  • Sep 2024
  • Oct 2024
  • Nov 2024
  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
Cheapest Day of the Week Wednesday

The cheapest day(s) of the week to fly from New York City to Chicago is Wednesday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday
Cheapest Time 8pm

The cheapest time of the day to fly from New York City to Chicago is in the evening.

Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm

Flight Schedules

Last Updated: Tue, 2 Apr, 2024

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  • Airline Filter by Airline
    All
    • Total Duration
      • Shortest
      • Longest
    • Stopover
      All
      • Availability
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 20:01 - 21:56
        LGA - ORD
      • 20:01 (LGA)New York La Guardia Airport
      • 21:56 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 1705)Boeing 737 800
      • 02h 55m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 20:03 - 21:43
        LGA - ORD
      • 20:03 (LGA)New York La Guardia Airport
      • 21:43 (ORD)Chicago O'Hare International Airport
      • Spirit Airlines (NK 3386)Airbus Industrie A321 Sharklets
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Airbus Industrie A321 Sharklets
      • 20:10 - 21:45
        EWR - ORD
      • 20:10 (EWR)Newark Liberty International Airport
      • 21:45 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 546)Boeing 737 900
      • 02h 35m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 900
      • 20:15 - 21:52
        EWR - ORD
      • 20:15 (EWR)Newark Liberty International Airport
      • 21:52 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 546)Boeing 737 900
      • 02h 37m
      • Direct
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 900
      • 20:15 - 21:56
        LGA - ORD
      • 20:15 (LGA)New York La Guardia Airport
      • 21:56 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 457)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 20:30 - 22:23
        LGA - ORD
      • 20:30 (LGA)New York La Guardia Airport
      • 22:23 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2215)Airbus A220 100 Passenger
      • 02h 53m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Airbus A220 100 Passenger
      • 20:30 - 22:11
        EWR - ORD
      • 20:30 (EWR)Newark Liberty International Airport
      • 22:11 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 2723)Boeing 737 800
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 800
      • 20:30 - 22:21
        LGA - ORD
      • 20:30 (LGA)New York La Guardia Airport
      • 22:21 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2215)Airbus A220 100 Passenger
      • 02h 51m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A220 100 Passenger
      • 20:37 - 22:14
        EWR - ORD
      • 20:37 (EWR)Newark Liberty International Airport
      • 22:14 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1261)Boeing 737 Max 8 Passenger
      • 02h 37m
      • Direct
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 20:37 - 22:14
        EWR - ORD
      • 20:37 (EWR)Newark Liberty International Airport
      • 22:14 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1261)Boeing 737 900
      • 02h 37m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Boeing 737 900
      • 21:00 - 22:47
        EWR - ORD
      • 21:00 (EWR)Newark Liberty International Airport
      • 22:47 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 2723)Boeing 737 800
      • 02h 47m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • S
      • Boeing 737 800
      • 21:00 - 22:41
        LGA - ORD
      • 21:00 (LGA)New York La Guardia Airport
      • 22:41 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2242)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 21:30 - 22:55
        LGA - MDW
      • 21:30 (LGA)New York La Guardia Airport
      • 22:55 (MDW)Chicago Midway Airport
      • (WN 4967)Boeing 737 700
      • 02h 25m
      • Direct
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 21:40 - 23:05
        LGA - MDW
      • 21:40 (LGA)New York La Guardia Airport
      • 23:05 (MDW)Chicago Midway Airport
      • (WN 4967)Boeing 737 700
      • 02h 25m
      • Direct
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 21:55 - 23:15
        LGA - MDW
      • 21:55 (LGA)New York La Guardia Airport
      • 23:15 (MDW)Chicago Midway Airport
      • (WN 4967)Boeing 737 700
      • 02h 20m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 05:45 - 07:27
        LGA - ORD
      • 05:45 (LGA)New York La Guardia Airport
      • 07:27 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 4632)Embraer Emb 175
      • 02h 42m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Embraer Emb 175
      • 06:00 - 22:44
        EWR - ORD
      • 06:00 (EWR)Newark Liberty International Airport
      • 22:44 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1376)Boeing 757 200 Series
      • 17h 44m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 757 200 Series
      • 06:00 - 07:39
        EWR - ORD
      • 06:00 (EWR)Newark Liberty International Airport
      • 07:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1010)Boeing 757 200 Series
      • 02h 39m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 757 200 Series
      • 06:00 - 07:40
        LGA - ORD
      • 06:00 (LGA)New York La Guardia Airport
      • 07:40 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1645)Airbus
      • 02h 40m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Airbus
      • 06:30 - 08:11
        LGA - ORD
      • 06:30 (LGA)New York La Guardia Airport
      • 08:11 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2389)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 06:30 - 07:55
        LGA - MDW
      • 06:30 (LGA)New York La Guardia Airport
      • 07:55 (MDW)Chicago Midway Airport
      • (WN 4920)Boeing 737 Max 8 Passenger
      • 02h 25m
      • Direct
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 06:30 - 07:55
        LGA - MDW
      • 06:30 (LGA)New York La Guardia Airport
      • 07:55 (MDW)Chicago Midway Airport
      • (WN 4920)Boeing 737 800
      • 02h 25m
      • Direct
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 06:30 - 08:11
        LGA - ORD
      • 06:30 (LGA)New York La Guardia Airport
      • 08:11 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2389)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Airbus
      • 06:39 - 08:20
        LGA - ORD
      • 06:39 (LGA)New York La Guardia Airport
      • 08:20 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2389)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • W
        • T
        • F
        • S
        • -
      • Airbus
      • 06:42 - 08:20
        LGA - ORD
      • 06:42 (LGA)New York La Guardia Airport
      • 08:20 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 462)Boeing 737 800
      • 02h 38m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 06:59 - 14:28
        EWR - ORD
      • 06:59 (EWR)Newark Liberty International Airport
      • 14:28 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2631)Airbus
      • 08h 29m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • -
        • -
      • Airbus
      • 06:59 - 08:38
        EWR - ORD
      • 06:59 (EWR)Newark Liberty International Airport
      • 08:38 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 129)Boeing 737 800
      • 02h 39m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 800
      • 06:59 - 08:38
        EWR - ORD
      • 06:59 (EWR)Newark Liberty International Airport
      • 08:38 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 3538)Embraer 170
      • 02h 39m
      • Direct
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Embraer 170
      • 07:00 - 08:39
        EWR - ORD
      • 07:00 (EWR)Newark Liberty International Airport
      • 08:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1044)Airbus
      • 02h 39m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 07:00 - 08:39
        EWR - ORD
      • 07:00 (EWR)Newark Liberty International Airport
      • 08:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1044)Boeing 737 900
      • 02h 39m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 900
      • 07:00 - 08:39
        EWR - ORD
      • 07:00 (EWR)Newark Liberty International Airport
      • 08:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1044)Boeing 757 200 Series
      • 02h 39m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 757 200 Series
      • 07:00 - 14:28
        EWR - ORD
      • 07:00 (EWR)Newark Liberty International Airport
      • 14:28 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2631)Airbus
      • 08h 28m
      • Direct
        • M
        • T
        • -
        • T
        • F
        • -
        • -
      • Airbus
      • 07:00 - 14:28
        EWR - ORD
      • 07:00 (EWR)Newark Liberty International Airport
      • 14:28 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2631)Boeing 737 Max 8 Passenger
      • 08h 28m
      • Direct
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 07:05 - 08:55
        JFK - ORD
      • 07:05 (JFK)New York John F. Kennedy International Airport
      • 08:55 (ORD)Chicago O'Hare International Airport
      • JetBlue Airways (B6 605)Embraer Emb E90
      • 02h 50m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Embraer Emb E90
      • 07:10 - 08:35
        LGA - MDW
      • 07:10 (LGA)New York La Guardia Airport
      • 08:35 (MDW)Chicago Midway Airport
      • (WN 4920)Boeing 737 800
      • 02h 25m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 07:10 - 08:57
        LGA - ORD
      • 07:10 (LGA)New York La Guardia Airport
      • 08:57 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2243)Airbus
      • 02h 47m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Airbus
      • 07:25 - 11:37
        EWR - ORD
      • 07:25 (EWR)Newark Liberty International Airport
      • 11:37 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1920)Boeing 737 Max 8 Passenger
      • 05h 12m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 07:25 - 11:37
        EWR - ORD
      • 07:25 (EWR)Newark Liberty International Airport
      • 11:37 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1920)Boeing 737 900
      • 05h 12m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • S
      • Boeing 737 900
      • 07:29 - 11:37
        EWR - ORD
      • 07:29 (EWR)Newark Liberty International Airport
      • 11:37 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1920)Boeing 737 900
      • 05h 08m
      • Direct
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 900
      • 07:30 - 09:15
        LGA - ORD
      • 07:30 (LGA)New York La Guardia Airport
      • 09:15 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2954)Airbus
      • 02h 45m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 07:30 - 09:09
        LGA - ORD
      • 07:30 (LGA)New York La Guardia Airport
      • 09:09 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 660)Boeing 737 800
      • 02h 39m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 800
      • 07:30 - 09:10
        LGA - ORD
      • 07:30 (LGA)New York La Guardia Airport
      • 09:10 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 224)Boeing 737 800
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 800
      • 07:59 - 09:35
        EWR - ORD
      • 07:59 (EWR)Newark Liberty International Airport
      • 09:35 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2630)Boeing 737 900
      • 02h 36m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 900
      • 08:00 - 09:55
        JFK - ORD
      • 08:00 (JFK)New York John F. Kennedy International Airport
      • 09:55 (ORD)Chicago O'Hare International Airport
      • JetBlue Airways (B6 1105)Airbus
      • 02h 55m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 08:00 - 09:56
        JFK - ORD
      • 08:00 (JFK)New York John F. Kennedy International Airport
      • 09:56 (ORD)Chicago O'Hare International Airport
      • JetBlue Airways (B6 1105)Airbus
      • 02h 56m
      • Direct
        • -
        • -
        • W
        • T
        • F
        • S
        • -
      • Airbus
      • 08:00 - 09:36
        EWR - ORD
      • 08:00 (EWR)Newark Liberty International Airport
      • 09:36 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2630)Boeing 737 900
      • 02h 36m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 900
      • 08:15 - 09:35
        LGA - MDW
      • 08:15 (LGA)New York La Guardia Airport
      • 09:35 (MDW)Chicago Midway Airport
      • (WN 3139)Boeing 737 800
      • 02h 20m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 08:30 - 10:11
        LGA - ORD
      • 08:30 (LGA)New York La Guardia Airport
      • 10:11 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2160)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • F
        • S
        • S
      • Airbus
      • 08:30 - 10:11
        LGA - ORD
      • 08:30 (LGA)New York La Guardia Airport
      • 10:11 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2160)Boeing 737 800
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 800
      • 08:30 - 10:22
        JFK - ORD
      • 08:30 (JFK)New York John F. Kennedy International Airport
      • 10:22 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 5728)Embraer Emb 175
      • 02h 52m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Embraer Emb 175
      • 08:30 - 10:19
        JFK - ORD
      • 08:30 (JFK)New York John F. Kennedy International Airport
      • 10:19 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 5728)Embraer Emb 175
      • 02h 49m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Embraer Emb 175
      • 08:30 - 10:11
        LGA - ORD
      • 08:30 (LGA)New York La Guardia Airport
      • 10:11 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2027)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 08:37 - 10:14
        LGA - ORD
      • 08:37 (LGA)New York La Guardia Airport
      • 10:14 (ORD)Chicago O'Hare International Airport
      • Spirit Airlines (NK 779)Airbus Industrie A321 Sharklets
      • 02h 37m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Airbus Industrie A321 Sharklets
      • 08:40 - 15:57
        EWR - ORD
      • 08:40 (EWR)Newark Liberty International Airport
      • 15:57 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 516)Airbus
      • 08h 17m
      • Direct
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus
      • 08:55 - 15:57
        EWR - ORD
      • 08:55 (EWR)Newark Liberty International Airport
      • 15:57 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 516)Airbus
      • 08h 02m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Airbus
      • 09:00 - 10:49
        LGA - ORD
      • 09:00 (LGA)New York La Guardia Airport
      • 10:49 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2954)Airbus A220 100 Passenger
      • 02h 49m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • -
        • -
      • Airbus A220 100 Passenger
      • 09:00 - 10:40
        EWR - ORD
      • 09:00 (EWR)Newark Liberty International Airport
      • 10:40 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2290)Boeing 737 700
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 09:00 - 10:35
        LGA - MDW
      • 09:00 (LGA)New York La Guardia Airport
      • 10:35 (MDW)Chicago Midway Airport
      • (WN 3137)Boeing 737 700
      • 02h 35m
      • Direct
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 09:00 - 10:40
        EWR - ORD
      • 09:00 (EWR)Newark Liberty International Airport
      • 10:40 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2290)Boeing 737 900
      • 02h 40m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Boeing 737 900
      • 09:00 - 11:01
        JFK - ORD
      • 09:00 (JFK)New York John F. Kennedy International Airport
      • 11:01 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 2819)Boeing 737 800
      • 03h 01m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 800
      • 09:07 - 15:57
        EWR - ORD
      • 09:07 (EWR)Newark Liberty International Airport
      • 15:57 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 516)Airbus
      • 07h 50m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 09:07 - 10:54
        LGA - ORD
      • 09:07 (LGA)New York La Guardia Airport
      • 10:54 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2954)Airbus A220 100 Passenger
      • 02h 47m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Airbus A220 100 Passenger
      • 09:15 - 11:02
        LGA - ORD
      • 09:15 (LGA)New York La Guardia Airport
      • 11:02 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2954)Airbus
      • 02h 47m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 09:25 - 11:06
        LGA - ORD
      • 09:25 (LGA)New York La Guardia Airport
      • 11:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 623)Boeing 737 700
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 700
      • 09:25 - 11:06
        LGA - ORD
      • 09:25 (LGA)New York La Guardia Airport
      • 11:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 623)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Airbus
      • 09:25 - 10:55
        LGA - MDW
      • 09:25 (LGA)New York La Guardia Airport
      • 10:55 (MDW)Chicago Midway Airport
      • (WN 3137)Boeing 737 700
      • 02h 30m
      • Direct
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 09:25 - 11:06
        LGA - ORD
      • 09:25 (LGA)New York La Guardia Airport
      • 11:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 623)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Airbus
      • 09:35 - 11:13
        LGA - ORD
      • 09:35 (LGA)New York La Guardia Airport
      • 11:13 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 327)Airbus
      • 02h 38m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 09:50 - 11:28
        LGA - ORD
      • 09:50 (LGA)New York La Guardia Airport
      • 11:28 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 327)Airbus
      • 02h 38m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Airbus
      • 09:57 - 11:35
        LGA - ORD
      • 09:57 (LGA)New York La Guardia Airport
      • 11:35 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 327)Airbus
      • 02h 38m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 10:00 - 11:40
        EWR - ORD
      • 10:00 (EWR)Newark Liberty International Airport
      • 11:40 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1237)Boeing 737 900
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • F
        • S
        • S
      • Boeing 737 900
      • 10:00 - 11:40
        EWR - ORD
      • 10:00 (EWR)Newark Liberty International Airport
      • 11:40 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1237)Boeing 737 Max 8 Passenger
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 10:10 - 11:48
        LGA - ORD
      • 10:10 (LGA)New York La Guardia Airport
      • 11:48 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1310)Airbus
      • 02h 38m
      • Direct
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus
      • 10:25 - 12:03
        LGA - ORD
      • 10:25 (LGA)New York La Guardia Airport
      • 12:03 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1310)Airbus
      • 02h 38m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Airbus
      • 10:25 - 12:03
        LGA - ORD
      • 10:25 (LGA)New York La Guardia Airport
      • 12:03 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1310)Airbus
      • 02h 38m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Airbus
      • 10:59 - 12:39
        EWR - ORD
      • 10:59 (EWR)Newark Liberty International Airport
      • 12:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1027)Airbus
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 10:59 - 12:39
        EWR - ORD
      • 10:59 (EWR)Newark Liberty International Airport
      • 12:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1027)Boeing 737 Max 9 Passenger
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 9 Passenger
      • 10:59 - 12:39
        EWR - ORD
      • 10:59 (EWR)Newark Liberty International Airport
      • 12:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1027)Boeing 737 900
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 900
      • 11:10 - 12:35
        LGA - MDW
      • 11:10 (LGA)New York La Guardia Airport
      • 12:35 (MDW)Chicago Midway Airport
      • (WN 6011)Boeing 737 800
      • 02h 25m
      • Direct
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 11:15 - 13:04
        LGA - ORD
      • 11:15 (LGA)New York La Guardia Airport
      • 13:04 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2947)Airbus A220 100 Passenger
      • 02h 49m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus A220 100 Passenger
      • 11:22 - 13:03
        LGA - ORD
      • 11:22 (LGA)New York La Guardia Airport
      • 13:03 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2320)Airbus
      • 02h 41m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Airbus
      • 11:25 - 13:06
        LGA - ORD
      • 11:25 (LGA)New York La Guardia Airport
      • 13:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2320)Boeing 737 800
      • 02h 41m
      • Direct
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 11:25 - 13:06
        LGA - ORD
      • 11:25 (LGA)New York La Guardia Airport
      • 13:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2320)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Airbus
      • 11:30 - 13:20
        JFK - ORD
      • 11:30 (JFK)New York John F. Kennedy International Airport
      • 13:20 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 3716)Embraer 175
      • 02h 50m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Embraer 175
      • 11:45 - 13:32
        LGA - ORD
      • 11:45 (LGA)New York La Guardia Airport
      • 13:32 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 4633)Embraer Emb 175
      • 02h 47m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Embraer Emb 175
      • 12:00 - 13:50
        LGA - ORD
      • 12:00 (LGA)New York La Guardia Airport
      • 13:50 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2947)Airbus A220 100 Passenger
      • 02h 50m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A220 100 Passenger
      • 12:15 - 13:54
        EWR - ORD
      • 12:15 (EWR)Newark Liberty International Airport
      • 13:54 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 3789)Embraer 170
      • 02h 39m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Embraer 170
      • 12:30 - 14:00
        LGA - MDW
      • 12:30 (LGA)New York La Guardia Airport
      • 14:00 (MDW)Chicago Midway Airport
      • (WN 5491)Boeing 737 800
      • 02h 30m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 800
      • 12:30 - 14:00
        LGA - MDW
      • 12:30 (LGA)New York La Guardia Airport
      • 14:00 (MDW)Chicago Midway Airport
      • (WN 6011)Boeing 737 800
      • 02h 30m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 12:30 - 14:00
        LGA - MDW
      • 12:30 (LGA)New York La Guardia Airport
      • 14:00 (MDW)Chicago Midway Airport
      • (WN 6011)Boeing 737 700
      • 02h 30m
      • Direct
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 12:45 - 14:10
        LGA - MDW
      • 12:45 (LGA)New York La Guardia Airport
      • 14:10 (MDW)Chicago Midway Airport
      • (WN 6011)Boeing 737 800
      • 02h 25m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 12:59 - 14:40
        LGA - ORD
      • 12:59 (LGA)New York La Guardia Airport
      • 14:40 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 512)Boeing 737 800
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 13:07 - 14:42
        EWR - ORD
      • 13:07 (EWR)Newark Liberty International Airport
      • 14:42 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 323)Boeing 737 Max 8 Passenger
      • 02h 35m
      • Direct
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 13:07 - 14:42
        EWR - ORD
      • 13:07 (EWR)Newark Liberty International Airport
      • 14:42 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 323)Boeing 737 900
      • 02h 35m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 900
      • 13:10 - 14:45
        EWR - ORD
      • 13:10 (EWR)Newark Liberty International Airport
      • 14:45 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 323)Boeing 737 Max 9 Passenger
      • 02h 35m
      • Direct
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 Max 9 Passenger
      • 13:10 - 14:45
        EWR - ORD
      • 13:10 (EWR)Newark Liberty International Airport
      • 14:45 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 323)Boeing 737 900
      • 02h 35m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • S
        • S
      • Boeing 737 900
      • 13:15 - 14:55
        LGA - ORD
      • 13:15 (LGA)New York La Guardia Airport
      • 14:55 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1338)Airbus
      • 02h 40m
      • Direct
        • M
        • -
        • -
        • T
        • -
        • -
        • -
      • Airbus
      • 13:15 - 14:55
        LGA - ORD
      • 13:15 (LGA)New York La Guardia Airport
      • 14:55 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1338)Boeing 737 700
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 13:32 - 15:12
        EWR - ORD
      • 13:32 (EWR)Newark Liberty International Airport
      • 15:12 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 3374)Embraer 170
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Embraer 170
      • 14:00 - 15:30
        LGA - MDW
      • 14:00 (LGA)New York La Guardia Airport
      • 15:30 (MDW)Chicago Midway Airport
      • (WN 3139)Boeing 737 800
      • 02h 30m
      • Direct
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 14:05 - 15:56
        LGA - ORD
      • 14:05 (LGA)New York La Guardia Airport
      • 15:56 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 512)Boeing 737 800
      • 02h 51m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 14:30 - 16:11
        LGA - ORD
      • 14:30 (LGA)New York La Guardia Airport
      • 16:11 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2485)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Airbus
      • 14:31 - 16:11
        EWR - ORD
      • 14:31 (EWR)Newark Liberty International Airport
      • 16:11 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 2851)Boeing 737 Max 8 Passenger
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 14:45 - 16:29
        LGA - ORD
      • 14:45 (LGA)New York La Guardia Airport
      • 16:29 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1727)Airbus
      • 02h 44m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Airbus
      • 14:50 - 16:36
        LGA - ORD
      • 14:50 (LGA)New York La Guardia Airport
      • 16:36 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1727)Airbus A220 100 Passenger
      • 02h 46m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A220 100 Passenger
      • 14:55 - 16:44
        JFK - ORD
      • 14:55 (JFK)New York John F. Kennedy International Airport
      • 16:44 (ORD)Chicago O'Hare International Airport
      • JetBlue Airways (B6 1605)Airbus
      • 02h 49m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 14:55 - 16:45
        JFK - ORD
      • 14:55 (JFK)New York John F. Kennedy International Airport
      • 16:45 (ORD)Chicago O'Hare International Airport
      • JetBlue Airways (B6 1605)Airbus
      • 02h 50m
      • Direct
        • -
        • -
        • W
        • T
        • F
        • S
        • -
      • Airbus
      • 15:00 - 16:48
        LGA - ORD
      • 15:00 (LGA)New York La Guardia Airport
      • 16:48 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1727)Airbus
      • 02h 48m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 15:20 - 16:55
        EWR - ORD
      • 15:20 (EWR)Newark Liberty International Airport
      • 16:55 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1504)Boeing 757 200 Series
      • 02h 35m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 757 200 Series
      • 15:30 - 17:10
        LGA - ORD
      • 15:30 (LGA)New York La Guardia Airport
      • 17:10 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2075)Boeing 737 800
      • 02h 40m
      • Direct
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 15:30 - 17:10
        LGA - ORD
      • 15:30 (LGA)New York La Guardia Airport
      • 17:10 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2075)Boeing 737 700
      • 02h 40m
      • Direct
        • M
        • -
        • W
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 15:30 - 17:00
        LGA - MDW
      • 15:30 (LGA)New York La Guardia Airport
      • 17:00 (MDW)Chicago Midway Airport
      • (WN 127)Boeing 737 700
      • 02h 30m
      • Direct
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 15:40 - 17:10
        LGA - MDW
      • 15:40 (LGA)New York La Guardia Airport
      • 17:10 (MDW)Chicago Midway Airport
      • (WN 127)Boeing 737 800
      • 02h 30m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 15:40 - 17:31
        JFK - ORD
      • 15:40 (JFK)New York John F. Kennedy International Airport
      • 17:31 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 2226)Boeing 737 Max 8 Passenger
      • 02h 51m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 Max 8 Passenger
      • 16:00 - 17:44
        LGA - ORD
      • 16:00 (LGA)New York La Guardia Airport
      • 17:44 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 1705)Boeing 737 800
      • 02h 44m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 16:00 - 17:55
        JFK - ORD
      • 16:00 (JFK)New York John F. Kennedy International Airport
      • 17:55 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 3713)Embraer 175
      • 02h 55m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Embraer 175
      • 16:00 - 17:48
        LGA - ORD
      • 16:00 (LGA)New York La Guardia Airport
      • 17:48 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 4253)Embraer Emb 175
      • 02h 48m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Embraer Emb 175
      • 16:25 - 18:03
        EWR - ORD
      • 16:25 (EWR)Newark Liberty International Airport
      • 18:03 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1286)Boeing 737 700
      • 02h 38m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 16:25 - 18:03
        EWR - ORD
      • 16:25 (EWR)Newark Liberty International Airport
      • 18:03 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1286)Boeing 737 900
      • 02h 38m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 900
      • 16:29 - 18:17
        LGA - ORD
      • 16:29 (LGA)New York La Guardia Airport
      • 18:17 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2214)Airbus A220 100 Passenger
      • 02h 48m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • -
        • -
      • Airbus A220 100 Passenger
      • 16:29 - 18:15
        LGA - ORD
      • 16:29 (LGA)New York La Guardia Airport
      • 18:15 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2214)Airbus
      • 02h 46m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 16:29 - 18:15
        LGA - ORD
      • 16:29 (LGA)New York La Guardia Airport
      • 18:15 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2214)Airbus A220 100 Passenger
      • 02h 46m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Airbus A220 100 Passenger
      • 16:30 - 18:10
        LGA - ORD
      • 16:30 (LGA)New York La Guardia Airport
      • 18:10 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2224)Boeing 737 800
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • F
        • S
        • S
      • Boeing 737 800
      • 16:30 - 18:18
        LGA - ORD
      • 16:30 (LGA)New York La Guardia Airport
      • 18:18 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 5734)Embraer 175
      • 02h 48m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Embraer 175
      • 16:30 - 18:10
        LGA - ORD
      • 16:30 (LGA)New York La Guardia Airport
      • 18:10 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2133)Boeing 737 800
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 800
      • 16:35 - 18:00
        LGA - MDW
      • 16:35 (LGA)New York La Guardia Airport
      • 18:00 (MDW)Chicago Midway Airport
      • (WN 5302)Boeing 737 Max 8 Passenger
      • 02h 25m
      • Direct
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 16:40 - 18:18
        EWR - ORD
      • 16:40 (EWR)Newark Liberty International Airport
      • 18:18 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2294)Boeing 757 200 Series
      • 02h 38m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 757 200 Series
      • 16:40 - 18:10
        LGA - MDW
      • 16:40 (LGA)New York La Guardia Airport
      • 18:10 (MDW)Chicago Midway Airport
      • (WN 5302)Boeing 737 800
      • 02h 30m
      • Direct
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 17:00 - 18:49
        LGA - ORD
      • 17:00 (LGA)New York La Guardia Airport
      • 18:49 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 527)Boeing 737 800
      • 02h 49m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 800
      • 17:25 - 19:03
        EWR - ORD
      • 17:25 (EWR)Newark Liberty International Airport
      • 19:03 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1144)Boeing 757 200 Series
      • 02h 38m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 757 200 Series
      • 17:25 - 19:06
        LGA - ORD
      • 17:25 (LGA)New York La Guardia Airport
      • 19:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2243)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • -
        • -
      • Airbus
      • 17:25 - 19:06
        LGA - ORD
      • 17:25 (LGA)New York La Guardia Airport
      • 19:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2243)Boeing 737 700
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 17:25 - 18:55
        LGA - MDW
      • 17:25 (LGA)New York La Guardia Airport
      • 18:55 (MDW)Chicago Midway Airport
      • (WN 5323)Boeing 737 Max 8 Passenger
      • 02h 30m
      • Direct
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 17:25 - 19:06
        LGA - ORD
      • 17:25 (LGA)New York La Guardia Airport
      • 19:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 285)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 17:30 - 19:11
        EWR - ORD
      • 17:30 (EWR)Newark Liberty International Airport
      • 19:11 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1144)Boeing 757 200 Series
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 757 200 Series
      • 17:35 - 19:14
        EWR - ORD
      • 17:35 (EWR)Newark Liberty International Airport
      • 19:14 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 3771)Embraer 170
      • 02h 39m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Embraer 170
      • 18:25 - 20:06
        LGA - ORD
      • 18:25 (LGA)New York La Guardia Airport
      • 20:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 662)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • T
        • -
        • -
        • S
      • Airbus
      • 18:25 - 20:06
        LGA - ORD
      • 18:25 (LGA)New York La Guardia Airport
      • 20:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 662)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus
      • 18:25 - 20:04
        LGA - ORD
      • 18:25 (LGA)New York La Guardia Airport
      • 20:04 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2224)Boeing 737 800
      • 02h 39m
      • Direct
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 18:25 - 20:06
        LGA - ORD
      • 18:25 (LGA)New York La Guardia Airport
      • 20:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2224)Airbus
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 18:29 - 20:10
        LGA - ORD
      • 18:29 (LGA)New York La Guardia Airport
      • 20:10 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 662)Boeing 737 700
      • 02h 41m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 18:43 - 20:23
        EWR - ORD
      • 18:43 (EWR)Newark Liberty International Airport
      • 20:23 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 254)Boeing 737 Max 8 Passenger
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 18:43 - 20:23
        EWR - ORD
      • 18:43 (EWR)Newark Liberty International Airport
      • 20:23 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 254)Boeing 737 900
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 900
      • 18:50 - 20:20
        LGA - MDW
      • 18:50 (LGA)New York La Guardia Airport
      • 20:20 (MDW)Chicago Midway Airport
      • (WN 6052)Boeing 737 800
      • 02h 30m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 18:50 - 20:20
        LGA - MDW
      • 18:50 (LGA)New York La Guardia Airport
      • 20:20 (MDW)Chicago Midway Airport
      • (WN 6052)Boeing 737 700
      • 02h 30m
      • Direct
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 18:55 - 20:46
        LGA - ORD
      • 18:55 (LGA)New York La Guardia Airport
      • 20:46 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 5668)Embraer Emb 175
      • 02h 51m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Embraer Emb 175
      • 18:55 - 20:46
        LGA - ORD
      • 18:55 (LGA)New York La Guardia Airport
      • 20:46 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1716)Airbus A220 100 Passenger
      • 02h 51m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Airbus A220 100 Passenger
      • 18:55 - 20:44
        LGA - ORD
      • 18:55 (LGA)New York La Guardia Airport
      • 20:44 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1716)Airbus A220 100 Passenger
      • 02h 49m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A220 100 Passenger
      • 18:59 - 20:38
        LGA - ORD
      • 18:59 (LGA)New York La Guardia Airport
      • 20:38 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 2043)Airbus
      • 02h 39m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 19:00 - 20:47
        LGA - ORD
      • 19:00 (LGA)New York La Guardia Airport
      • 20:47 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 2043)Airbus
      • 02h 47m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 19:25 - 21:05
        LGA - ORD
      • 19:25 (LGA)New York La Guardia Airport
      • 21:05 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2211)Airbus
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Airbus
      • 19:25 - 21:05
        LGA - ORD
      • 19:25 (LGA)New York La Guardia Airport
      • 21:05 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2154)Airbus
      • 02h 40m
      • Direct
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Airbus
      • 19:25 - 21:05
        LGA - ORD
      • 19:25 (LGA)New York La Guardia Airport
      • 21:05 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 2154)Boeing 737 700
      • 02h 40m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 19:30 - 21:00
        LGA - MDW
      • 19:30 (LGA)New York La Guardia Airport
      • 21:00 (MDW)Chicago Midway Airport
      • (WN 6052)Boeing 737 800
      • 02h 30m
      • Direct
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 19:35 - 21:34
        JFK - ORD
      • 19:35 (JFK)New York John F. Kennedy International Airport
      • 21:34 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 3686)Embraer 175
      • 02h 59m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Embraer 175
      • 19:59 - 21:36
        EWR - ORD
      • 19:59 (EWR)Newark Liberty International Airport
      • 21:36 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 546)Boeing 737 900
      • 02h 37m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 900

      Connecting Flights

      • 05:07 - 07:07
        EWR - CLT
        07:49 - 08:55
        CLT - ORD
      • 05:07 (EWR)Newark Liberty International Airport
        07:49 (CLT)Charlotte Airport
      • 07:07 (CLT)Charlotte Airport
        08:55 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 2505)Airbus
        American Airlines (AA 459)Airbus
      • 04h 48m (00h 42m)
      • CLT Charlotte 00h 42m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 05:07 - 07:07
        EWR - CLT
        09:08 - 10:15
        CLT - ORD
      • 05:07 (EWR)Newark Liberty International Airport
        09:08 (CLT)Charlotte Airport
      • 07:07 (CLT)Charlotte Airport
        10:15 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 2505)Airbus
        American Airlines (AA 1038)Airbus
      • 06h 08m (02h 01m)
      • CLT Charlotte 02h 01m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 05:59 - 08:02
        JFK - CLT
        09:08 - 10:15
        CLT - ORD
      • 05:59 (JFK)New York John F. Kennedy International Airport
        09:08 (CLT)Charlotte Airport
      • 08:02 (CLT)Charlotte Airport
        10:15 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 892)Boeing 737 800
        American Airlines (AA 1038)Airbus
      • 05h 16m (01h 06m)
      • CLT Charlotte 01h 06m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:00 - 07:53
        EWR - DTW
        09:00 - 09:25
        DTW - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        09:00 (DTW)Detroit Wayne County
      • 07:53 (DTW)Detroit Wayne County
        09:25 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2596)Boeing 717
        Delta Air Lines (DL 5809)Embraer Emb 175
      • 04h 25m (01h 07m)
      • DTW Detroit 01h 07m
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:00 - 07:16
        EWR - IAD
        08:30 - 09:39
        IAD - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        08:30 (IAD)Washington Dulles International Airport
      • 07:16 (IAD)Washington Dulles International Airport
        09:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1228)Airbus
        United Airlines (UA 2440)Boeing 737 800
      • 04h 39m (01h 14m)
      • IAD Washington 01h 14m
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 06:00 - 07:19
        EWR - IAD
        08:28 - 09:37
        IAD - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        08:28 (IAD)Washington Dulles International Airport
      • 07:19 (IAD)Washington Dulles International Airport
        09:37 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 4194)Canadair Regional Jet 550
        United Airlines (UA 2440)Airbus
      • 04h 37m (01h 09m)
      • IAD Washington 01h 09m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 07:28
        LGA - IAD
        08:28 - 09:37
        IAD - ORD
      • 06:00 (LGA)New York La Guardia Airport
        08:28 (IAD)Washington Dulles International Airport
      • 07:28 (IAD)Washington Dulles International Airport
        09:37 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 3546)Embraer 170
        United Airlines (UA 2440)Airbus
      • 04h 37m (01h 00m)
      • IAD Washington 01h 00m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 07:23
        EWR - DCA
        08:30 - 09:45
        DCA - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        08:30 (DCA)Washington Ronald Reagan National Airport
      • 07:23 (DCA)Washington Ronald Reagan National Airport
        09:45 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 4184)Canadair Regional Jet 550
        United Airlines (UA 2003)Boeing 737 800
      • 04h 45m (01h 07m)
      • DCA Washington 01h 07m
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 06:00 - 07:53
        EWR - DTW
        08:25 - 08:50
        DTW - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        08:25 (DTW)Detroit Wayne County
      • 07:53 (DTW)Detroit Wayne County
        08:50 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2596)Boeing 717
        Delta Air Lines (DL 2575)Boeing 717
      • 03h 50m (00h 32m)
      • DTW Detroit 00h 32m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 07:53
        LGA - DTW
        08:30 - 08:49
        DTW - MDW
      • 06:00 (LGA)New York La Guardia Airport
        08:30 (DTW)Detroit Wayne County
      • 07:53 (DTW)Detroit Wayne County
        08:49 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 1698)Airbus
        Delta Air Lines (DL 3822)Embraer 175
      • 03h 49m (00h 37m)
      • DTW Detroit 00h 37m
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:00 - 08:27
        LGA - ATL
        09:15 - 10:10
        ATL - MDW
      • 06:00 (LGA)New York La Guardia Airport
        09:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
      • 08:27 (ATL)Atlanta Hartsfield-Jackson Intl Airport
        10:10 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 1199)Airbus
        Delta Air Lines (DL 2417)Boeing 717
      • 05h 10m (00h 48m)
      • ATL Atlanta 00h 48m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 07:16
        EWR - IAD
        08:28 - 09:37
        IAD - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        08:28 (IAD)Washington Dulles International Airport
      • 07:16 (IAD)Washington Dulles International Airport
        09:37 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1228)Boeing 737 Max 8 Passenger
        United Airlines (UA 2440)Boeing 737 800
      • 04h 37m (01h 12m)
      • IAD Washington 01h 12m
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • 06:00 - 07:59
        LGA - MSP
        09:00 - 10:37
        MSP - MDW
      • 06:00 (LGA)New York La Guardia Airport
        09:00 (MSP)Minneapolis International Airport
      • 07:59 (MSP)Minneapolis International Airport
        10:37 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 1534)Airbus
        Delta Air Lines (DL 4070)Embraer 175
      • 05h 37m (01h 01m)
      • MSP Minneapolis 01h 01m
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • 06:00 - 07:59
        LGA - MSP
        09:00 - 10:36
        MSP - MDW
      • 06:00 (LGA)New York La Guardia Airport
        09:00 (MSP)Minneapolis International Airport
      • 07:59 (MSP)Minneapolis International Airport
        10:36 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 1534)Airbus
        Delta Air Lines (DL 4070)Embraer 175
      • 05h 36m (01h 01m)
      • MSP Minneapolis 01h 01m
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:00 - 07:30
        LGA - BNA
        09:15 - 10:50
        BNA - MDW
      • 06:00 (LGA)New York La Guardia Airport
        09:15 (BNA)Nashville Airport
      • 07:30 (BNA)Nashville Airport
        10:50 (MDW)Chicago Midway Airport
      • (WN 603)Boeing 737 800
        (WN 2119)Boeing 737 700
      • 05h 50m (01h 45m)
      • BNA Nashville 01h 45m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 07:28
        LGA - IAD
        08:30 - 09:39
        IAD - ORD
      • 06:00 (LGA)New York La Guardia Airport
        08:30 (IAD)Washington Dulles International Airport
      • 07:28 (IAD)Washington Dulles International Airport
        09:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 3546)Embraer 170
        United Airlines (UA 2440)Boeing 737 700
      • 04h 39m (01h 02m)
      • IAD Washington 01h 02m
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 06:00 - 07:53
        LGA - DTW
        08:30 - 08:50
        DTW - MDW
      • 06:00 (LGA)New York La Guardia Airport
        08:30 (DTW)Detroit Wayne County
      • 07:53 (DTW)Detroit Wayne County
        08:50 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 1698)Airbus
        Delta Air Lines (DL 3822)Embraer 175
      • 03h 50m (00h 37m)
      • DTW Detroit 00h 37m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:00 - 07:28
        LGA - IAD
        08:30 - 09:39
        IAD - ORD
      • 06:00 (LGA)New York La Guardia Airport
        08:30 (IAD)Washington Dulles International Airport
      • 07:28 (IAD)Washington Dulles International Airport
        09:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 3525)Embraer 170
        United Airlines (UA 2440)Boeing 737 800
      • 04h 39m (01h 02m)
      • IAD Washington 01h 02m
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 06:00 - 07:23
        EWR - DCA
        09:55 - 11:11
        DCA - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        09:55 (DCA)Washington Ronald Reagan National Airport
      • 07:23 (DCA)Washington Ronald Reagan National Airport
        11:11 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 4184)Canadair Regional Jet 550
        United Airlines (UA 2187)Airbus
      • 06h 11m (02h 32m)
      • DCA Washington 02h 32m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:00 - 07:30
        LGA - BNA
        09:00 - 10:45
        BNA - ORD
      • 06:00 (LGA)New York La Guardia Airport
        09:00 (BNA)Nashville Airport
      • 07:30 (BNA)Nashville Airport
        10:45 (ORD)Chicago O'Hare International Airport
      • (WN 603)Boeing 737 800
        (WN 510)Boeing 737 700
      • 05h 45m (01h 30m)
      • BNA Nashville 01h 30m
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:00 - 07:59
        LGA - MSP
        08:55 - 10:25
        MSP - ORD
      • 06:00 (LGA)New York La Guardia Airport
        08:55 (MSP)Minneapolis International Airport
      • 07:59 (MSP)Minneapolis International Airport
        10:25 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1534)Airbus
        Delta Air Lines (DL 308)Boeing 717
      • 05h 25m (00h 56m)
      • MSP Minneapolis 00h 56m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 07:23
        EWR - DCA
        08:30 - 09:45
        DCA - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        08:30 (DCA)Washington Ronald Reagan National Airport
      • 07:23 (DCA)Washington Ronald Reagan National Airport
        09:45 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 4184)Canadair Regional Jet 550
        United Airlines (UA 1962)Boeing 737 700
      • 04h 45m (01h 07m)
      • DCA Washington 01h 07m
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • 06:00 - 07:28
        LGA - IAD
        08:30 - 09:39
        IAD - ORD
      • 06:00 (LGA)New York La Guardia Airport
        08:30 (IAD)Washington Dulles International Airport
      • 07:28 (IAD)Washington Dulles International Airport
        09:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 3546)Embraer 170
        United Airlines (UA 2440)Boeing 737 800
      • 04h 39m (01h 02m)
      • IAD Washington 01h 02m
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 06:00 - 07:53
        LGA - DTW
        08:30 - 08:49
        DTW - MDW
      • 06:00 (LGA)New York La Guardia Airport
        08:30 (DTW)Detroit Wayne County
      • 07:53 (DTW)Detroit Wayne County
        08:49 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 1698)Airbus
        Delta Air Lines (DL 3822)Embraer 175
      • 03h 49m (00h 37m)
      • DTW Detroit 00h 37m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 07:59
        LGA - MSP
        09:00 - 10:36
        MSP - MDW
      • 06:00 (LGA)New York La Guardia Airport
        09:00 (MSP)Minneapolis International Airport
      • 07:59 (MSP)Minneapolis International Airport
        10:36 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 1534)Airbus
        Delta Air Lines (DL 4070)Embraer 175
      • 05h 36m (01h 01m)
      • MSP Minneapolis 01h 01m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 07:51
        EWR - DTW
        08:30 - 08:50
        DTW - MDW
      • 06:00 (EWR)Newark Liberty International Airport
        08:30 (DTW)Detroit Wayne County
      • 07:51 (DTW)Detroit Wayne County
        08:50 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 2596)Boeing 717
        Delta Air Lines (DL 3822)Embraer 175
      • 03h 50m (00h 39m)
      • DTW Detroit 00h 39m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 06:00 - 07:28
        LGA - IAD
        08:28 - 09:37
        IAD - ORD
      • 06:00 (LGA)New York La Guardia Airport
        08:28 (IAD)Washington Dulles International Airport
      • 07:28 (IAD)Washington Dulles International Airport
        09:37 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 3525)Embraer 170
        United Airlines (UA 2440)Boeing 737 800
      • 04h 37m (01h 00m)
      • IAD Washington 01h 00m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 07:16
        EWR - IAD
        08:19 - 09:28
        IAD - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        08:19 (IAD)Washington Dulles International Airport
      • 07:16 (IAD)Washington Dulles International Airport
        09:28 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1228)Boeing 737 900
        United Airlines (UA 2440)Boeing 737 800
      • 04h 28m (01h 03m)
      • IAD Washington 01h 03m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:00 - 08:05
        LGA - CLT
        09:08 - 10:15
        CLT - ORD
      • 06:00 (LGA)New York La Guardia Airport
        09:08 (CLT)Charlotte Airport
      • 08:05 (CLT)Charlotte Airport
        10:15 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 1036)Airbus
        American Airlines (AA 1038)Airbus
      • 05h 15m (01h 03m)
      • CLT Charlotte 01h 03m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 06:00 - 07:51
        EWR - DTW
        09:00 - 09:25
        DTW - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        09:00 (DTW)Detroit Wayne County
      • 07:51 (DTW)Detroit Wayne County
        09:25 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 2596)Boeing 717
        Delta Air Lines (DL 5809)Embraer Emb 175
      • 04h 25m (01h 09m)
      • DTW Detroit 01h 09m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:00 - 08:05
        JFK - CLT
        09:08 - 10:15
        CLT - ORD
      • 06:00 (JFK)New York John F. Kennedy International Airport
        09:08 (CLT)Charlotte Airport
      • 08:05 (CLT)Charlotte Airport
        10:15 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 892)Boeing 737 800
        American Airlines (AA 1038)Airbus
      • 05h 15m (01h 03m)
      • CLT Charlotte 01h 03m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 07:16
        EWR - IAD
        08:30 - 09:39
        IAD - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        08:30 (IAD)Washington Dulles International Airport
      • 07:16 (IAD)Washington Dulles International Airport
        09:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1228)Boeing 737 Max 8 Passenger
        United Airlines (UA 2440)Boeing 737 700
      • 04h 39m (01h 14m)
      • IAD Washington 01h 14m
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 06:00 - 07:53
        EWR - DTW
        08:30 - 08:49
        DTW - MDW
      • 06:00 (EWR)Newark Liberty International Airport
        08:30 (DTW)Detroit Wayne County
      • 07:53 (DTW)Detroit Wayne County
        08:49 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 2596)Boeing 717
        Delta Air Lines (DL 3822)Embraer 175
      • 03h 49m (00h 37m)
      • DTW Detroit 00h 37m
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • 06:00 - 07:16
        EWR - IAD
        08:30 - 09:39
        IAD - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        08:30 (IAD)Washington Dulles International Airport
      • 07:16 (IAD)Washington Dulles International Airport
        09:39 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1228)Boeing 737 Max 8 Passenger
        United Airlines (UA 2440)Boeing 737 800
      • 04h 39m (01h 14m)
      • IAD Washington 01h 14m
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 06:00 - 07:23
        EWR - DCA
        08:30 - 09:45
        DCA - ORD
      • 06:00 (EWR)Newark Liberty International Airport
        08:30 (DCA)Washington Ronald Reagan National Airport
      • 07:23 (DCA)Washington Ronald Reagan National Airport
        09:45 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 4184)Canadair Regional Jet 550
        United Airlines (UA 2003)Boeing 737 700
      • 04h 45m (01h 07m)
      • DCA Washington 01h 07m
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 06:00 - 07:53
        LGA - DTW
        08:25 - 08:50
        DTW - ORD
      • 06:00 (LGA)New York La Guardia Airport
        08:25 (DTW)Detroit Wayne County
      • 07:53 (DTW)Detroit Wayne County
        08:50 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1698)Airbus
        Delta Air Lines (DL 2575)Boeing 717
      • 03h 50m (00h 32m)
      • DTW Detroit 00h 32m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 08:24
        JFK - ATL
        09:15 - 10:10
        ATL - MDW
      • 06:00 (JFK)New York John F. Kennedy International Airport
        09:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
      • 08:24 (ATL)Atlanta Hartsfield-Jackson Intl Airport
        10:10 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 2286)Airbus A321 Neo
        Delta Air Lines (DL 2417)Boeing 717
      • 05h 10m (00h 51m)
      • ATL Atlanta 00h 51m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 - 07:53
        LGA - DTW
        09:00 - 09:25
        DTW - ORD
      • 06:00 (LGA)New York La Guardia Airport
        09:00 (DTW)Detroit Wayne County
      • 07:53 (DTW)Detroit Wayne County
        09:25 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1698)Airbus
        Delta Air Lines (DL 5809)Embraer Emb 175
      • 04h 25m (01h 07m)
      • DTW Detroit 01h 07m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:00 - 07:30
        LGA - BNA
        09:00 - 10:45
        BNA - ORD
      • 06:00 (LGA)New York La Guardia Airport
        09:00 (BNA)Nashville Airport
      • 07:30 (BNA)Nashville Airport
        10:45 (ORD)Chicago O'Hare International Airport
      • (WN 603)Boeing 737 Max 8 Passenger
        (WN 510)Boeing 737 700
      • 05h 45m (01h 30m)
      • BNA Nashville 01h 30m
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 06:00 - 07:28
        LGA - IAD
        08:19 - 09:28
        IAD - ORD
      • 06:00 (LGA)New York La Guardia Airport
        08:19 (IAD)Washington Dulles International Airport
      • 07:28 (IAD)Washington Dulles International Airport
        09:28 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 3546)Embraer 170
        United Airlines (UA 2440)Boeing 737 800
      • 04h 28m (00h 51m)
      • IAD Washington 00h 51m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:00 - 08:20
        EWR - ATL
        09:15 - 10:10
        ATL - MDW
      • 06:00 (EWR)Newark Liberty International Airport
        09:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
      • 08:20 (ATL)Atlanta Hartsfield-Jackson Intl Airport
        10:10 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 2353)Boeing 717
        Delta Air Lines (DL 2417)Boeing 717
      • 05h 10m (00h 55m)
      • ATL Atlanta 00h 55m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:15 - 08:12
        EWR - MSP
        10:00 - 11:25
        MSP - ORD
      • 06:15 (EWR)Newark Liberty International Airport
        10:00 (MSP)Minneapolis International Airport
      • 08:12 (MSP)Minneapolis International Airport
        11:25 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1641)Boeing 717
        Delta Air Lines (DL 1367)Boeing 717
      • 06h 10m (01h 48m)
      • MSP Minneapolis 01h 48m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:15 - 08:14
        EWR - MSP
        09:00 - 10:36
        MSP - MDW
      • 06:15 (EWR)Newark Liberty International Airport
        09:00 (MSP)Minneapolis International Airport
      • 08:14 (MSP)Minneapolis International Airport
        10:36 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 1641)Boeing 717
        Delta Air Lines (DL 4070)Embraer 175
      • 05h 21m (00h 46m)
      • MSP Minneapolis 00h 46m
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • 06:15 - 08:14
        EWR - MSP
        08:55 - 10:25
        MSP - ORD
      • 06:15 (EWR)Newark Liberty International Airport
        08:55 (MSP)Minneapolis International Airport
      • 08:14 (MSP)Minneapolis International Airport
        10:25 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1641)Boeing 717
        Delta Air Lines (DL 308)Boeing 717
      • 05h 10m (00h 41m)
      • MSP Minneapolis 00h 41m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:15 - 08:14
        EWR - MSP
        10:00 - 11:25
        MSP - ORD
      • 06:15 (EWR)Newark Liberty International Airport
        10:00 (MSP)Minneapolis International Airport
      • 08:14 (MSP)Minneapolis International Airport
        11:25 (ORD)Chicago O'Hare International Airport
      • Delta Air Lines (DL 1641)Boeing 717
        Delta Air Lines (DL 1367)Boeing 717
      • 06h 10m (01h 46m)
      • MSP Minneapolis 01h 46m
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • 06:15 - 07:37
        LGA - PHL
        10:00 - 11:25
        PHL - ORD
      • 06:15 (LGA)New York La Guardia Airport
        10:00 (PHL)Philadelphia International Airport
      • 07:37 (PHL)Philadelphia International Airport
        11:25 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 4431)Embraer Emb 175
        American Airlines (AA 2098)Boeing 737 800
      • 06h 10m (02h 23m)
      • PHL Philadelphia 02h 23m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:15 - 08:12
        EWR - MSP
        09:00 - 10:37
        MSP - MDW
      • 06:15 (EWR)Newark Liberty International Airport
        09:00 (MSP)Minneapolis International Airport
      • 08:12 (MSP)Minneapolis International Airport
        10:37 (MDW)Chicago Midway Airport
      • Delta Air Lines (DL 1641)Boeing 717
        Delta Air Lines (DL 4070)Embraer 175
      • 05h 22m (00h 48m)
      • MSP Minneapolis 00h 48m
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 06:19 - 07:45
        LGA - DCA
        09:45 - 10:59
        DCA - ORD
      • 06:19 (LGA)New York La Guardia Airport
        09:45 (DCA)Washington Ronald Reagan National Airport
      • 07:45 (DCA)Washington Ronald Reagan National Airport
        10:59 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 968)Airbus
        American Airlines (AA 978)Airbus
      • 05h 40m (02h 00m)
      • DCA Washington 02h 00m
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • 06:19 - 07:45
        LGA - DCA
        09:46 - 11:00
        DCA - ORD
      • 06:19 (LGA)New York La Guardia Airport
        09:46 (DCA)Washington Ronald Reagan National Airport
      • 07:45 (DCA)Washington Ronald Reagan National Airport
        11:00 (ORD)Chicago O'Hare International Airport
      • American Airlines (AA 968)Airbus
        American Airlines (AA 978)Airbus
      • 05h 41m (02h 01m)
      • DCA Washington 02h 01m
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 06:25 - 08:49
        EWR - ATL
        10:05 - 11:20
        ATL - ORD
      • 06:25 (EWR)Newark Liberty International Airport
        10:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
      • 08:49 (ATL)Atlanta Hartsfield-Jackson Intl Airport
        11:20 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 1068)Boeing 737 Max 9 Passenger
        United Airlines (UA 2298)Boeing 737 Max 9 Passenger
      • 05h 55m (01h 16m)
      • ATL Atlanta 01h 16m
        • -
        • -
        • -
        • T
        • -
        • -
        • -
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      What’s the fastest flight time from New York City to Chicago?

      The fastest flight time for direct flights from New York City to Chicago is 2 hours 20 minutes. Check latest flight schedules & prices on Wego.

      What’s the most popular airline flying from New York City to Chicago?

      The most popular airline flying from New York City to Chicago is American Airlines. Find the latest flight deals on Wego.

      How far is Chicago from New York City?

      The flight distance between New York City and Chicago is 1144km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 00:01. The last flight of the day departs at 23:59. See the full list of flight times on Wego.

      How many airlines offer direct flights from New York City to Chicago?

      There are 6 airlines that offer direct flights from New York City to Chicago. Find out the list of airlines on Wego.

      All Airports in New York City

      Newark Liberty International Airport

      New York John F. Kennedy International Airport

      New York La Guardia Airport

      Newburgh Airport

      Skyports Seaplane Base

      All Airports in Chicago

      Chicago Midway Airport

      Chicago O'Hare International Airport

      Gary/Chicago International Airport

      Popular Airlines flying from New York City to Chicago

      American Airlines ‏()
      Delta Air Lines ‏()
      United Airlines ‏()

      Popular destinations from Chicago

      Popular destinations from New York City

      Popular Hotels in Chicago

      Hotels In Popular Destinations