Airlines with flights from Portland to Chicago

There are five airlines with scheduled flights between PWM and ORD. Both American Airlines and United operates non-stop flights from Portland International Jetport to Chicago O'Hare and the flight time is 3 hours and 7 minutes.

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Schedules

American Airlines

Non-stop with American Airlines

  • Total flight time: 3 hours and 7 minutes
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 28 flights per week
  • Embraer 175
  • First class available
PWM
Direct
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
AA4391
06:03
06:09
06:09
06:09
06:09
06:30
06:09
AA4488
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11:38
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AA3869
11:59
11:59
11:59
11:59
11:59
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11:59
AA4774
19:28
19:28
19:28
19:28
19:28
19:28
19:28
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The timetable & schedule information was updated at 2026-04-21

United Airlines

Non-stop with United Airlines

  • Total flight time: 3 hours
  • Chicago is a United Airlines hub (Largest hub ).
  • 14 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger
    Boeing 737-900 Passenger
  • Business and first class available
PWM
Direct
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
UA723
06:00
06:00
06:00
06:00
06:00
06:00
06:00
UA637
17:00
17:00
17:00
17:00
17:00
17:00
17:00
SHOW RETURN SCHEDULE
CHECK PRICES FOR PWM - ORD

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

Delta Air Lines

Via Detroit with Delta Air Lines

  • Total flight time: 4h 25m - 6h 15m.
  • Sky Team Alliance
  • 61 flights per week
PWM
 
Via DTW
 
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL426
DL2358
12:40
12:40
12:40
12:40
12:40
13:05
12:40
DL1821
DL1665
16:50
16:50
16:50
16:50
16:50
16:50
16:50
SHOW RETURN SCHEDULE
CHECK PRICES FOR PWM - ORD

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

United Airlines

Via Dulles with United Airlines

  • Total flight time: 4h 46m - 6h 56m.
  • Chicago is a United Airlines hub (Largest hub ).
  • 131 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger
    Boeing 737-900 Passenger
PWM
 
Via IAD
 
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
UA1926
UA1775
05:15
05:15
05:15
05:15
05:15
05:15
05:15
UA3465
UA2331
09:55
09:55
09:55
09:55
09:55
10:04
09:55
UA3459
UA2497
14:20
14:20
14:20
14:20
14:20
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14:20
UA3582
UA1738
19:16
19:16
19:16
19:16
19:16
19:16
19:16
SHOW RETURN SCHEDULE
CHECK PRICES FOR PWM - ORD

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

American Airlines

Via Washington with American Airlines

  • Total flight time: 4h 56m - 7h 24m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 165 flights per week
  • Embraer 175
PWM
 
Via DCA
 
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
AA5232
AA4360
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05:10
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AA4351
AA4360
05:38
05:38
05:38
05:38
05:38
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AA5155
AA4360
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----
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05:42
AA5371
AA4467
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----
09:59
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AA3096
AA1200
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10:24
AA5366
AA3254
11:58
11:58
11:58
11:58
11:58
12:15
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AA5664
AA2903
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17:02
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----
----
----
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AA2355
AA2903
17:17
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17:17
17:17
17:04
17:17
17:04
SHOW RETURN SCHEDULE
CHECK PRICES FOR PWM - ORD

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

American Airlines

Via New York with American Airlines

  • Total flight time: 4h 57m - 7h 13m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 27 flights per week
  • Embraer 175
PWM
 
Via LGA
 
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
AA4486
AA4400
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09:29
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AA4486
AA2079
09:29
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09:29
09:59
09:59
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AA4486
AA1705
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10:24
10:59
AA4798
AA396
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----
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13:24
AA4547
AA396
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13:34
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----
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AA2931
AA396
13:35
----
13:35
13:35
13:35
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR PWM - ORD

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

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Flight data on this page was last updated on 2026-06-02
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