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 13 minutes.

Change direction

Choose airline

Schedules

United Airlines

Non-stop with United Airlines

  • Total flight time: 4 hours and 13 minutes
  • Chicago is a United Airlines hub (Largest hub ).
  • 35 flights per week
  • Boeing 737-800 Passenger
    Airbus A321neo
    Boeing 737-900 Passenger
    Boeing 737MAX 9 Passenger
  • Business and first class available
PDX
Direct
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
UA2306
07:00
07:00
07:00
07:00
07:00
07:00
07:00
UA2265
10:51
10:51
10:51
10:51
10:51
10:51
10:51
UA2336
14:27
14:27
14:27
14:27
14:27
14:27
14:27
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.
  • 30 flights per week
  • Boeing 737-800 Passenger
    Airbus A321
  • First class available
PDX
Direct
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
AA2933
06:15
06:15
06:15
06:15
06:15
06:15
06:15
AA2284
11:20
11:20
11:20
11:20
11:20
11:30
11:20
AA3303
13:45
13:45
13:45
13:45
13:45
13:45
13:45
AA2977
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

Alaska Airlines

Non-stop with Alaska Airlines

  • Total flight time: 4 hours and 7 minutes
  • One World Alliance
  • Portland is a Alaska Airlines hub.
  • 8 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 9 Passenger
    Boeing 737-900 (winglets) Passenger/BBJ3
  • Business and first class available
PDX
Direct
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
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
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL2359
DL1544
00:31
00:31
00:31
00:31
00:31
00:31
----
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
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
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
    Boeing 737MAX 9 Passenger
PDX
 
Via DEN
 
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
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
----
UA2793
UA1131
----
----
----
----
----
----
11:05
UA1411
UA2258
12:50
12:50
12:50
12:50
12:50
12:50
12:50
UA1787
UA1430
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 737MAX 9 Passenger
    Boeing 737-900 (winglets) Passenger/BBJ3
PDX
 
Via SEA
 
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
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
AS410
09:19
09:19
09:19
AS427
AS346
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

Change direction

Staying up-to-date with the airlines

At Airlineinformation.com you can learn all about the airlines operating around the world together with their destinations and where they operate. You will get a transparent overview of airlines with scheduled flights between any two destinations with non-stop or 1-stop flights regardless of price or availability.
Flight data on this page was last updated on 2026-06-02
© 2026 Westcoast Digital