Airlines with flights from Portland to Chicago

There are 7 airlines with scheduled flights between PDX and ORD. United, American Airlines and Alaska Airlines has non-stop flights from Portland International to Chicago O'Hare and the flight time is 4 hours and 5 minutes.

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Schedules

United Airlines

Non-stop with United Airlines

  • Total flight time: 4 hours and 5 minutes
  • Chicago is a United Airlines hub (Largest hub ).
  • 35 flights per week
  • Boeing 737-800 Passenger
    Airbus A321neo
    Boeing 737-900 Passenger
  • Business and first class available
PDX
Direct
ORD
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
UA2306
07:00
07:00
07:00
07:00
07:00
07:00
07:00
UA1641
10:46
10:46
10:46
10:46
10:46
10:46
10:46
UA2336
14:25
14:25
14:25
14:25
14:25
14:25
14:25
UA2094
22:40
22:40
22:40
22:40
22:40
22:40
22:40
UA1490
23:40
23:40
23:40
23:40
23:40
23:40
23:40
SHOW RETURN SCHEDULE
CHECK PRICES FOR PDX - ORD

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

American Airlines

Non-stop with American Airlines

  • Total flight time: 4 hours and 15 minutes
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 28 flights per week
  • Boeing 737-800 Passenger
    Airbus A321
  • Business and first class available
PDX
Direct
ORD
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
AA3329
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05:59
05:59
05:59
05:59
05:59
AA2933
06:07
06:07
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AA2284
11:26
11:26
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AA2515
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12:24
12:24
12:24
12:24
12:24
AA3303
13:45
13:45
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AA2977
23:15
23:15
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AA3185
----
----
23:34
23:34
23:34
23:34
23:34
SHOW RETURN SCHEDULE
CHECK PRICES FOR PDX - ORD

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

Alaska Airlines

Non-stop with Alaska Airlines

  • Total flight time: 4 hours and 7 minutes
  • One World Alliance
  • Portland is a Alaska Airlines hub.
  • 14 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-900 (winglets) Passenger/BBJ3
    Boeing 737MAX 9 Passenger
  • Business and first class available
PDX
Direct
ORD
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
AS324
07:00
07:00
07:00
07:00
07:00
12:13
07:00
AS376
22:59
22:59
22:59
22:59
22:59
22:59
22:59
SHOW RETURN SCHEDULE
CHECK PRICES FOR PDX - ORD

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

Delta Air Lines

Via Minneapolis with Delta Air Lines

  • Total flight time: 5h 39m - 7h 22m.
  • Sky Team Alliance
  • 100 flights per week
PDX
 
Via MSP
 
ORD
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
DL2359
DL1544
00:35
00:35
00:35
00:35
00:35
00:35
00:35
DL2369
DL1533
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL2415
DL2130
11:51
11:51
11:51
11:51
11:51
----
11:51
DL2167
DL1563
13:45
13:45
13:45
13:45
13:45
13:45
13:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR PDX - ORD

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

Delta Air Lines

Via Salt Lake City with Delta Air Lines

  • Total flight time: 5h 42m - 7h 17m.
  • Sky Team Alliance
  • 45 flights per week
PDX
 
Via SLC
 
ORD
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
DL1203
DL2377
09:42
09:42
09:42
09:42
09:42
----
09:42
DL1209
DL2413
13:23
13:23
13:23
13:23
13:23
13:23
13:23
SHOW RETURN SCHEDULE
CHECK PRICES FOR PDX - ORD

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

United Airlines

Via Denver with United Airlines

  • Total flight time: 5h 46m - 14h 09m.
  • Chicago is a United Airlines hub (Largest hub ).
  • 170 flights per week
  • Boeing 737-800 Passenger
    Airbus A321neo
    Boeing 737-900 Passenger
PDX
 
Via DEN
 
ORD
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
UA459
UA2329
05:00
05:00
05:00
05:00
05:00
05:00
05:00
UA1596
UA2258
08:35
08:35
08:35
08:35
08:35
08:35
08:35
UA2375
UA617
08:50
08:50
08:50
08:50
08:50
08:50
08:50
UA2793
UA675
11:05
11:05
11:05
11:05
11:05
11:05
11:05
UA1411
UA2258
12:50
12:50
12:50
12:50
12:50
12:50
12:50
UA1787
UA2649
16:15
16:15
16:15
16:15
16:15
16:15
16:15
SHOW RETURN SCHEDULE
CHECK PRICES FOR PDX - ORD

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

Alaska Airlines

Via Seattle with Alaska Airlines

  • Total flight time: 5h 53m - 8h 07m.
  • One World Alliance
  • Portland is a Alaska Airlines hub.
  • 252 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-900 (winglets) Passenger/BBJ3
    Boeing 737MAX 9 Passenger
PDX
 
Via SEA
 
ORD
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
AS2431
AS265
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AS499
AS265
06:19
06:19
06:19
06:19
06:19
06:19
06:19
AS2420
AS429
07:19
07:19
07:19
07:19
07:19
07:19
07:19
AS2108
AS429
08:19
08:19
08:19
08:19
08:19
08:19
08:19
AS427
AS346
09:19
09:19
09:19
09:19
09:19
09:19
09:19
AS3431
AS410
10:35
10:35
10:35
10:35
10:35
10:35
10:35
AS3408
AS538
15:30
15:30
15:30
15:30
15:30
15:30
15:30
AS2421
AS328
21:30
21:30
21:30
21:30
21:30
21:30
21:30
SHOW RETURN SCHEDULE
CHECK PRICES FOR PDX - ORD

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

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Flight data on this page was last updated on 2026-07-13
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