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 37 minutes.

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Direct

$American Airlines from {( $airportFrom->city_name }} to Portland$

Non-stop

2h 37min

Direct

$United Airlines from {( $airportFrom->city_name }} to Portland$

Non-stop

2h 33min

Via Detroit

3h 45min

Via Washington

4h 1min

Via New York

4h 2min

Via Philadelphia

4h 18min

Via New York

4h 25min

Via Dulles

4h 39min

Via New York

4h 45min

Via Charlotte

4h 55min

Via New York

5h 9min

Via Washington

6h 51min

Via Philadelphia

6h 53min

NEW

Via Cleveland

9h 37min

Via New York

5h 17min

NEW

Via Minneapolis

6h 11min

NEW Starts 11/08

Via Raleigh/Durham

7h 31min

NEW Starts 20/09

Via Minneapolis

5h 51min

Schedules

Non-stop with American Airlines

Total flight time: 2 hours and 37 minutes
One World Alliance
Chicago is a American Airlines hub.

21 flights per week
Embraer 175

Airbus A319
First class available

ORD

Direct

PWM

Flight

Mon

Aug 3

Tue

Aug 4

Wed

Aug 5

Thu

Aug 6

Fri

Aug 7

Sat

Aug 8

Sun

Aug 9

AA4741

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08:06

08:05

AA4488

08:08

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AA1291

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11:58

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AA4729

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13:59

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13:59

AA4774

15:28

15:18

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AA4504

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19:13

AA4403

21:09

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The timetable & schedule information was updated at 2026-04-21

Non-stop with United Airlines

Total flight time: 2 hours and 33 minutes
Chicago is a United Airlines hub (Largest hub ).

14 flights per week
Boeing 737MAX 8 Passenger

Boeing 737-900 Passenger
Business and first class available

ORD

Direct

PWM

Flight

Mon

Aug 3

Tue

Aug 4

Wed

Aug 5

Thu

Aug 6

Fri

Aug 7

Sat

Aug 8

Sun

Aug 9

UA2804

11:00

10:59

UA1401

18:08

SHOW RETURN SCHEDULE

CLOSE RETURN SCHEDULE

CHECK PRICES FOR ORD - PWM

The timetable & schedule information was updated at 2026-04-21

Via Detroit with Delta Air Lines

Total flight time: 3h 45m - 6h 15m.
Sky Team Alliance

56 flights per week

ORD

Via DTW

PWM

Flight

Mon

Aug 3

Tue

Aug 4

Wed

Aug 5

Thu

Aug 6

Fri

Aug 7

Sat

Aug 8

Sun

Aug 9

DL2039
DL426

07:01

DL4456
DL1821

08:52

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08:52

SHOW RETURN SCHEDULE

CLOSE RETURN SCHEDULE

CHECK PRICES FOR ORD - PWM

The timetable & schedule information was updated at 2026-04-21

Via Washington with American Airlines

Total flight time: 4h 01m - 6h 39m.
One World Alliance
Chicago is a American Airlines hub.

64 flights per week
Embraer 175

Airbus A319

ORD

Via DCA

PWM

Flight

Mon

Aug 3

Tue

Aug 4

Wed

Aug 5

Thu

Aug 6

Fri

Aug 7

Sat

Aug 8

Sun

Aug 9

AA4339
AA1453

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06:00

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AA4339
AA5196

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06:00

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06:00

AA523
AA5528

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06:55

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AA2345
AA5528

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07:52

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AA3103
AA2884

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09:56

09:40

09:56

AA2398
AA2355

09:50

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AA2398
AA5664

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09:50

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AA1187
AA2884

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10:53

10:42

AA4360
AA2355