Airlines with flights from Chicago to Portland
There are five airlines with scheduled flights between ORD and PWM. Both American Airlines and United operates non-stop flights from Chicago O'Hare to Portland International Jetport and the flight time is 2 hours and 35 minutes.
Choose airline
Schedules
Non-stop with American Airlines
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Total flight time: 2 hours and 35 minutes
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One World Alliance
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Chicago is a American Airlines hub.
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26 flights per week
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Embraer 175
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First class available
Flight
The timetable & schedule information was updated at 2026-04-21
Non-stop with United Airlines
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Total flight time: 2 hours and 33 minutes
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Chicago is a United Airlines hub (Largest hub ).
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14 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-900 Passenger
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Business and first class available
Flight
The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
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Total flight time: 3h 45m - 6h 15m.
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Sky Team Alliance
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56 flights per week
Flight
DL426
DL1821
The timetable & schedule information was updated at 2026-04-21
Via Washington with American Airlines
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Total flight time: 4h 01m - 6h 39m.
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One World Alliance
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Chicago is a American Airlines hub.
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64 flights per week
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Embraer 175
Flight
AA5366
AA2355
AA5664
AA2355
AA2355
AA5664
AA2355
AA5154
AA5207
AA4353
The timetable & schedule information was updated at 2026-04-21
Via New York with American Airlines
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Total flight time: 4h 02m - 6h 45m.
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One World Alliance
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Chicago is a American Airlines hub.
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28 flights per week
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Embraer 175
Flight
AA4798
AA2931
AA4547
AA4798
AA4547
AA2931
The timetable & schedule information was updated at 2026-04-21
Via Philadelphia with American Airlines
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Total flight time: 4h 18m - 6h 57m.
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One World Alliance
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Chicago is a American Airlines hub.
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112 flights per week
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Embraer 175
Flight
AA6124
AA2354
AA6125
AA1889
AA1889
The timetable & schedule information was updated at 2026-04-21

There are five airlines with scheduled flights between ORD and PWM. Both American Airlines and United operates non-stop flights from Chicago O'Hare to Portland International Jetport and the flight time is 2 hours and 35 minutes.
Via New York with JetBlue
Via Minneapolis with Sun Country Airlines