Airlines with flights from Chicago to Portland
There are two airlines with scheduled flights between MDW and PWM. Southwest is the only airline with non-stop flights from Midway International Airport to Portland International Jetport and the flight time is 2 hours and 15 minutes.
There are two airlines with scheduled flights between MDW and PWM. Southwest is the only airline with non-stop flights from Midway International Airport to Portland International Jetport and the flight time is 2 hours and 15 minutes. Choose airline
Starts 05/06
Non-stop
2h 15min
Via Baltimore
5h 30min
Via Detroit
5h 30min
Via Nashville
6h 20min
Schedules
Non-stop with Southwest Airlines
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Total flight time: 2 hours and 15 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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1 flight per week
MDW
Direct
PWM
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
Wed
Jan 3
Thu
Jan 4
Fri
Jan 5
Sat
Jan 6
Sun
Jan 7
The next flight with this airline is scheduled on 2025-06-05.
The timetable & schedule information was updated at 2024-12-13
Via Baltimore with Southwest Airlines
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Total flight time: 4h 00m - 8h 20m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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50 flights per week
MDW
Via BWI
PWM
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
Wed
Jan 3
Thu
Jan 4
Fri
Jan 5
Sat
Jan 6
Sun
Jan 7
The next flight with this airline is scheduled on 2025-06-05.
The timetable & schedule information was updated at 2024-12-13
Via Detroit with Delta Air Lines
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Total flight time: 3h 49m - 5h 56m.
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Sky Team Alliance
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14 flights per week
MDW
Via DTW
PWM
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
Wed
Jan 3
Thu
Jan 4
Fri
Jan 5
Sat
Jan 6
Sun
Jan 7
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-12-13
Via Nashville with Southwest Airlines
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Total flight time: 6h 20m - 6h 50m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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6 flights per week
MDW
Via BNA
PWM
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
Wed
Jan 3
Thu
Jan 4
Fri
Jan 5
Sat
Jan 6
Sun
Jan 7
The next flight with this airline is scheduled on 2025-06-05.
The timetable & schedule information was updated at 2024-12-13
