Airlines with flights from Portland to Chicago

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

Choose airline

Schedules

Non-stop with United Airlines

  • Total flight time: 3 hours
  • Chicago is a United Airlines hub (Largest hub ).
  • 7 flights per week
  • Embraer 170
    Embraer 175 (Enhanced Winglets)
  • First class available
PWM
Direct
ORD

The timetable & schedule information was updated at 2025-01-15

Non-stop with American Airlines

  • Total flight time: 2 hours and 53 minutes
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 3 flights per week
  • First class available
PWM
Direct
ORD

The timetable & schedule information was updated at 2025-01-15

Via Washington with American Airlines

  • Total flight time: 4h 43m - 6h 55m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 20 flights per week
PWM
 
Via DCA
 
ORD
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
AA5309
AA4528
----
----
----
----
----
05:35
----
AA5309
AA1200
05:35
05:35
05:35
05:35
05:35
----
05:35
AA5683
AA2095
05:45
05:45
05:45
05:45
05:45
05:45
05:45
AA2981
AA2279
07:20
07:20
07:20
07:20
07:20
07:20
07:20
AA2553
AA3180
12:31
12:31
12:31
12:31
12:31
12:31
12:31
AA5767
AA2815
12:49
12:49
12:49
12:49
12:49
12:49
12:49
AA5615
AA2959
14:29
14:29
14:29
14:29
14:29
----
14:29
AA5962
AA490
16:13
16:13
16:13
16:13
16:13
16:13
16:13
AA5626
AA1630
17:15
17:15
17:15
17:15
17:15
17:15
17:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR PWM - ORD

The timetable & schedule information was updated at 2025-01-15

Via New York with United Airlines

  • Total flight time: 5h 15m - 7h 31m.
  • Chicago is a United Airlines hub (Largest hub ).
  • 20 flights per week
  • Embraer 170
    Embraer 175 (Enhanced Winglets)
PWM
 
Via EWR
 
ORD
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
UA2455
UA1215
06:01
06:01
06:01
06:01
06:01
----
06:01
UA2455
UA1525
06:01
06:01
06:01
06:01
06:01
06:01
06:01
UA3578
UA1144
12:15
12:15
12:15
12:15
12:15
12:15
----
UA4513
UA1144
----
----
----
----
----
----
12:15
UA4254
UA2497
13:14
13:14
13:14
13:14
13:14
13:14
13:14
UA3620
UA254
15:55
15:55
15:55
15:55
15:55
15:55
15:55
UA3620
UA546
15:55
15:55
15:55
15:55
15:55
----
15:55
UA3582
UA1738
19:20
19:15
19:15
19:20
19:20
19:15
19:20
SHOW RETURN SCHEDULE
CHECK PRICES FOR PWM - ORD

The timetable & schedule information was updated at 2025-01-15

Via Philadelphia with American Airlines

  • Total flight time: 4h 44m - 7h 20m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 18 flights per week
PWM
 
Via PHL
 
ORD
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
AA5309
AA4528
----
----
----
----
----
05:35
----
AA5309
AA1200
05:35
05:35
05:35
05:35
05:35
----
05:35
AA5683
AA2095
05:45
05:45
05:45
05:45
05:45
05:45
05:45
AA2981
AA2279
07:20
07:20
07:20
07:20
07:20
07:20
07:20
AA2553
AA3180
12:31
12:31
12:31
12:31
12:31
12:31
12:31
AA5767
AA2815
12:49
12:49
12:49
12:49
12:49
12:49
12:49
AA5615
AA2959
14:29
14:29
14:29
14:29
14:29
----
14:29
AA5962
AA490
16:13
16:13
16:13
16:13
16:13
16:13
16:13
AA5626
AA1630
17:15
17:15
17:15
17:15
17:15
17:15
17:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR PWM - ORD

The timetable & schedule information was updated at 2025-01-15

Via New York with Delta Air Lines

  • Total flight time: 5h 05m - 7h 33m.
  • Sky Team Alliance
  • 18 flights per week
PWM
 
Via LGA
 
ORD
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
DL5277
DL5705
05:27
05:27
05:27
05:27
05:27
05:27
05:27
DL4908
DL5601
----
----
----
----
06:00
----
----
DL5769
DL5601
06:00
06:00
06:00
06:00
----
----
----
DL4908
DL4063
----
----
----
----
----
----
07:15
DL5361
DL5609
12:01
12:01
12:01
12:01
12:01
----
12:01
DL5399
DL3709
15:04
15:04
15:04
15:04
15:04
15:59
15:04
DL5295
DL1665
16:46
16:46
16:46
16:46
16:46
16:46
16:46
DL5796
DL2806
17:25
17:25
17:25
17:25
17:25
----
17:25
SHOW RETURN SCHEDULE
CHECK PRICES FOR PWM - ORD

The timetable & schedule information was updated at 2025-01-15

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