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Flight Schedules

Last Updated: Tue, 2 Apr, 2024

Depart Earliest
- Earliest
- Latest
Arrive
- Earliest
- Latest
Airline Filter by Airline
All
Total Duration
- Shortest
- Longest
Stopover
All
Availability
- M
- T
- W
- T
- F
- S
- S

06:00 - 07:57

PWM - ORD
06:00 (PWM)Portland Airport
07:57 (ORD)Chicago O'Hare International Airport
United Airlines (UA 3452)Embraer 170
2h 57m
Direct
- M
- T
- W
- T
- F
- S
- S
Embraer 170

16:48 - 18:45

PWM - ORD
16:48 (PWM)Portland Airport
18:45 (ORD)Chicago O'Hare International Airport
United Airlines (UA 2037)Boeing 737 700
2h 57m
Direct
- M
- T
- W
- T
- F
- S
- S
Boeing 737 700

Connecting Flights

06:00 - 07:35

PWM - BWI

08:40 - 10:00

BWI - ORD
06:00 (PWM)Portland Airport

08:40 (BWI)Baltimore Washington International Airport
07:35 (BWI)Baltimore Washington International Airport

10:00 (ORD)Chicago O'Hare International Airport
(WN 501)Boeing 737 Max 8 Passenger

(WN 3626)Boeing 737 800
5h (1h 05m)
BWI Baltimore 1h 05m
- M
- -
- -
- T
- F
- -
- -

06:00 - 07:35

PWM - BWI

08:40 - 10:00

BWI - ORD
06:00 (PWM)Portland Airport

08:40 (BWI)Baltimore Washington International Airport
07:35 (BWI)Baltimore Washington International Airport

10:00 (ORD)Chicago O'Hare International Airport
(WN 501)Boeing 737 Max 8 Passenger

(WN 3626)Boeing 737 700
5h (1h 05m)
BWI Baltimore 1h 05m
- -
- T
- W
- -
- -
- -
- -

06:00 - 07:35

PWM - BWI

10:10 - 11:10

BWI - MDW
06:00 (PWM)Portland Airport

10:10 (BWI)Baltimore Washington International Airport
07:35 (BWI)Baltimore Washington International Airport

11:10 (MDW)Chicago Midway Airport
(WN 501)Boeing 737 Max 8 Passenger

(WN 1930)Boeing 737 Max 8 Passenger
6h 10m (2h 35m)
BWI Baltimore 2h 35m
- -
- -
- W
- -
- -
- -
- -

12:15 - 13:50

PWM - BWI

14:40 - 17:05

BWI - MDW
12:15 (PWM)Portland Airport

14:40 (BWI)Baltimore Washington International Airport
13:50 (BWI)Baltimore Washington International Airport

17:05 (MDW)Chicago Midway Airport
(WN 291)Boeing 737 700

(WN 715)Boeing 737 700
5h 50m (50m)
BWI Baltimore 50m
- M
- -
- -
- T
- F
- -
- -

12:15 - 13:50

PWM - BWI

15:30 - 17:35

BWI - MDW
12:15 (PWM)Portland Airport

15:30 (BWI)Baltimore Washington International Airport
13:50 (BWI)Baltimore Washington International Airport

17:35 (MDW)Chicago Midway Airport
(WN 291)Boeing 737 700

(WN 2145)Boeing 737 700
6h 20m (1h 40m)
BWI Baltimore 1h 40m
- M
- -
- -
- T
- F
- -
- -

12:15 - 13:50

PWM - BWI

16:40 - 17:40

BWI - MDW
12:15 (PWM)Portland Airport

16:40 (BWI)Baltimore Washington International Airport
13:50 (BWI)Baltimore Washington International Airport

17:40 (MDW)Chicago Midway Airport
(WN 291)Boeing 737 700

(WN 2136)Boeing 737 Max 8 Passenger
6h 25m (2h 50m)
BWI Baltimore 2h 50m
- M
- -
- -
- T
- F
- -
- -

12:15 - 13:45

PWM - BWI

16:40 - 17:45

BWI - MDW
12:15 (PWM)Portland Airport

16:40 (BWI)Baltimore Washington International Airport
13:45 (BWI)Baltimore Washington International Airport

17:45 (MDW)Chicago Midway Airport
(WN 291)Boeing 737 800

(WN 2136)Boeing 737 800
6h 30m (2h 55m)
BWI Baltimore 2h 55m
- -
- T
- W
- -
- -
- -
- -

13:15 - 14:50

PWM - BWI

15:35 - 16:35

BWI - MDW
13:15 (PWM)Portland Airport

15:35 (BWI)Baltimore Washington International Airport
14:50 (BWI)Baltimore Washington International Airport

16:35 (MDW)Chicago Midway Airport
(WN 291)Boeing 737 Max 8 Passenger

(WN 2136)Boeing 737 Max 8 Passenger
4h 20m (45m)
BWI Baltimore 45m
- -
- -
- -
- -
- -
- -
- S

13:15 - 14:50

PWM - BWI

16:00 - 17:00

BWI - MDW
13:15 (PWM)Portland Airport

16:00 (BWI)Baltimore Washington International Airport
14:50 (BWI)Baltimore Washington International Airport

17:00 (MDW)Chicago Midway Airport
(WN 291)Boeing 737 Max 8 Passenger

(WN 2136)Boeing 737 800
4h 45m (1h 10m)
BWI Baltimore 1h 10m
- -
- -
- -
- -
- -
- S
- -

13:15 - 14:50

PWM - BWI

18:45 - 19:45

BWI - MDW
13:15 (PWM)Portland Airport

18:45 (BWI)Baltimore Washington International Airport
14:50 (BWI)Baltimore Washington International Airport

19:45 (MDW)Chicago Midway Airport
(WN 291)Boeing 737 Max 8 Passenger

(WN 1789)Boeing 737 Max 8 Passenger
7h 30m (3h 55m)
BWI Baltimore 3h 55m
- -
- -
- -
- -
- -
- S
- -

17:05 - 18:35

PWM - BWI

20:20 - 21:25

BWI - MDW
17:05 (PWM)Portland Airport

20:20 (BWI)Baltimore Washington International Airport
18:35 (BWI)Baltimore Washington International Airport

21:25 (MDW)Chicago Midway Airport
(WN 1087)Boeing 737 700

(WN 3059)Boeing 737 700
5h 20m (1h 45m)
BWI Baltimore 1h 45m
- -
- T
- W
- -
- -
- -
- -

17:05 - 18:35

PWM - BWI

21:10 - 22:20

BWI - ORD
17:05 (PWM)Portland Airport

21:10 (BWI)Baltimore Washington International Airport
18:35 (BWI)Baltimore Washington International Airport

22:20 (ORD)Chicago O'Hare International Airport
(WN 1087)Boeing 737 700

(WN 5289)Boeing 737 700
6h 15m (2h 35m)
BWI Baltimore 2h 35m
- -
- T
- W
- -
- -
- -
- -

17:10 - 18:45

PWM - BWI

21:00 - 22:00

BWI - MDW
17:10 (PWM)Portland Airport

21:00 (BWI)Baltimore Washington International Airport
18:45 (BWI)Baltimore Washington International Airport

22:00 (MDW)Chicago Midway Airport
(WN 1087)Boeing 737 Max 8 Passenger

(WN 3059)Boeing 737 Max 8 Passenger
5h 50m (2h 15m)
BWI Baltimore 2h 15m
- M
- -
- -
- T
- F
- -
- -

17:10 - 18:45

PWM - BWI

21:10 - 22:20

BWI - ORD
17:10 (PWM)Portland Airport

21:10 (BWI)Baltimore Washington International Airport
18:45 (BWI)Baltimore Washington International Airport

22:20 (ORD)Chicago O'Hare International Airport
(WN 1087)Boeing 737 Max 8 Passenger

(WN 5289)Boeing 737 Max 8 Passenger
6h 10m (2h 25m)
BWI Baltimore 2h 25m
- M
- -
- -
- T
- F
- -
- -

17:55 - 19:30

PWM - BWI

21:10 - 22:20

BWI - ORD
17:55 (PWM)Portland Airport

21:10 (BWI)Baltimore Washington International Airport
19:30 (BWI)Baltimore Washington International Airport

22:20 (ORD)Chicago O'Hare International Airport
(WN 1087)Boeing 737 700

(WN 5289)Boeing 737 800
5h 25m (1h 40m)
BWI Baltimore 1h 40m
- -
- -
- -
- -
- -
- -
- S

17:55 - 19:30

PWM - BWI

21:55 - 22:55

BWI - MDW
17:55 (PWM)Portland Airport

21:55 (BWI)Baltimore Washington International Airport
19:30 (BWI)Baltimore Washington International Airport

22:55 (MDW)Chicago Midway Airport
(WN 1087)Boeing 737 700

(WN 2775)Boeing 737 700
6h (2h 25m)
BWI Baltimore 2h 25m
- -
- -
- -
- -
- -
- -
- S

Sorry, there are no schedules matching your filters. Try removing one. reset

What’s the fastest flight time from Portland to Chicago?

The fastest flight time for direct flights from Portland to Chicago is 2 hours 57 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from Portland?

The flight distance between Portland and Chicago is 1429km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 06:00. The last flight of the day departs at 06:00. See the full list of flight times on Wego.

How many airlines offer direct flights from Portland to Chicago?

There are 1 airlines that offer direct flights from Portland to Chicago. Find out the list of airlines on Wego.

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