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Portland Oregon - Chicago (CHI)

Here is the updated flight timetable for Portland Oregon - Chicago (CHI) for 2025. Click on your desired route or flight to see detailed timetables and additional information.

The timetable shows local time!

WN 3617 Portland — Kansas City
Southwest Airlines Boeing 737-800
Departure
05:00
Portland
Flight time: 3 h 55 min
Arrival
10:55
Chicago Midway

Schedule: Monday, Thursday, Friday from 02.10 to 30.10.

WN 4016 Portland — San Diego
Southwest Airlines Boeing 737
Departure
05:00
Portland
Flight time: 4 h 55 min
Arrival
10:55
Chicago Midway

Schedule: 25, 26 November, 1, 19, 21, 22, 23, 26, 28, 29, 30 December, 2, 4 January.

WN 368 Portland — Nashville
Southwest Airlines Boeing 737
Departure
05:50
Portland
Flight time: 3 h 55 min
Arrival
11:45
Chicago Midway

Schedule: 31 October.

WN 2678 Portland — Chicago
Southwest Airlines Boeing 737-800
Departure
06:00
Portland
Flight time: 4 h 0 min
Arrival
12:00
Chicago Midway

Schedule: Saturday to 27.09.

WN 2678 Portland — Chicago
Southwest Airlines Boeing 737
Departure
06:00
Portland
Flight time: 4 h 0 min
Arrival
12:00
Chicago Midway

Schedule: Tuesday, Wednesday to 01.10.

WN 2884 Portland — Chicago
Southwest Airlines Boeing 737
Departure
06:00
Portland
Flight time: 4 h 55 min
Arrival
11:55
Chicago Midway

Schedule: 10, 17, 24, 31 January, 7 February.

WN 4016 Portland — Austin-Bergstrom
Southwest Airlines Boeing 737
Departure
06:00
Portland
Flight time: 4 h 55 min
Arrival
11:55
Chicago Midway

Schedule: 30 November.

WN 3617 Portland — Nashville
Southwest Airlines Boeing 737-800
Departure
06:00
Portland
Flight time: 3 h 55 min
Arrival
11:55
Chicago Midway

Schedule: Tuesday, Wednesday, Saturday from 04.10 to 01.11.

AA 2395 Portland — Chicago
American Airlines Boeing 737-800
Departure
06:05
Portland
Flight time: 4 h 5 min
Arrival
12:10
O'Hare

Schedule: 3, 4, 6 September.

WN 2678 Portland — Chicago
Southwest Airlines Boeing 737
Departure
06:05
Portland
Flight time: 4 h 0 min
Arrival
12:05
Chicago Midway

Schedule: 17, 24 August, 7, 14, 21, 28 September.

AA 2395 Portland — Chicago
American Airlines Boeing 737-800
Departure
06:07
Portland
Flight time: 4 h 5 min
Arrival
12:12
O'Hare

Schedule: daily from 05.09 to 05.10, except for 06.09.

WN 3946 Portland — Orlando
Southwest Airlines Boeing 737
Departure
06:10
Portland
Flight time: 3 h 55 min
Arrival
12:05
Chicago Midway

Schedule: 5, 12, 19, 26 October.

WN 2678 Portland — Chicago
Southwest Airlines Boeing 737-700
Departure
06:10
Portland
Flight time: 4 h 0 min
Arrival
12:10
Chicago Midway

Schedule: Monday, Thursday, Friday to 29.09.

WN 4016 Portland — Chicago
Southwest Airlines Boeing 737
Departure
06:15
Portland
Flight time: 4 h 55 min
Arrival
12:10
Chicago Midway

Schedule: 3, 4, 5, 11, 12, 17, 18, 19, 20 November, 2, 3, 4, 5, 8, 9, 10, 11, 15, 16, 17 December, ….

WN 4016 Portland — Chicago
Southwest Airlines Boeing 737
Departure
06:30
Portland
Flight time: 4 h 55 min
Arrival
12:25
Chicago Midway

Schedule: 2, 6, 7, 9, 10, 13, 14, 16, 21, 23, 24, 28 November, 7, 12, 14, 18 December, 5 January.

WN 1098 Portland — Chicago
Southwest Airlines Boeing 737
Departure
06:30
Portland
Flight time: 4 h 55 min
Arrival
12:25
Chicago Midway

Schedule: 27 November.

WN 2884 Portland — Chicago
Southwest Airlines Boeing 737-800
Departure
06:30
Portland
Flight time: 4 h 55 min
Arrival
12:25
Chicago Midway

Schedule: 6, 7, 8, 9, 12, 13, 14, 18, 20, 21, 22, 23, 26, 27, 28, 29, 30 January, 2, 3, 4 February, ….

UA 646 Portland — Chicago
United Airlines Boeing 737-900
Departure
06:30
Portland
Flight time: 8 h 38 min
Arrival
17:08
O'Hare

Schedule: 26 October.

WN 2884 Portland — Chicago
Southwest Airlines Boeing 737-800
Departure
06:45
Portland
Flight time: 4 h 55 min
Arrival
12:40
Chicago Midway

Schedule: 11, 15, 16, 19, 25 January, 1, 5, 6, 9, 15, 17, 19, 23 February, 2 March.

WN 930 Portland — Chicago
Southwest Airlines Boeing 737-800
Departure
06:45
Portland
Flight time: 4 h 55 min
Arrival
12:40
Chicago Midway

Schedule: Monday, Thursday, Friday, Sunday from 12.02 to 01.03, except for 15.02, 19.02, 23.02.

WN 2678 Portland — Chicago
Southwest Airlines Boeing 737
Departure
06:55
Portland
Flight time: 4 h 0 min
Arrival
12:55
Chicago Midway

Schedule: 31 August.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737-800
Departure
07:00
Portland
Flight time: 5 h 9 min
Arrival
13:09
O'Hare

Schedule: 7 November.

UA 1045 Portland — Chicago
United Airlines Boeing 737-900
Departure
07:00
Portland
Flight time: 4 h 6 min
Arrival
13:06
O'Hare

Schedule: 12, 13, 14, 15, 16, 17, 18 August.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737
Departure
07:00
Portland
Flight time: 4 h 11 min
Arrival
13:11
O'Hare

Schedule: 4, 7, 9, 11, 15, 16, 18, 23, 29, 30 September, 3 October.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
07:00
Portland
Flight time: 4 h 11 min
Arrival
13:11
O'Hare

Schedule: 1, 2, 3, 6, 8, 10, 12, 13, 14, 17, 19, 20, 21, 22, 24, 25, 26, 27, 28 September, 1 October, ….

UA 2145 Portland — Chicago
United Airlines Boeing 737-900
Departure
07:00
Portland
Flight time: 4 h 8 min
Arrival
13:08
O'Hare

Schedule: daily from 25.09 to 25.10.

UA 1693 Portland — New York
United Airlines Boeing 737-900
Departure
07:00
Portland
Flight time: 4 h 8 min
Arrival
13:08
O'Hare

Schedule: daily from 19.08 to 24.09.

UA 2635 Portland — Charlotte
United Airlines Boeing 737
Departure
07:00
Portland
Flight time: 4 h 2 min
Arrival
13:02
O'Hare

Schedule: daily from 26.10 to 01.12.

UA 2635 Portland — Charlotte
United Airlines Boeing 737
Departure
07:00
Portland
Flight time: 5 h 2 min
Arrival
13:02
O'Hare

Schedule: daily from 02.12 to 17.12.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
07:00
Portland
Flight time: 4 h 8 min
Arrival
13:08
O'Hare

Schedule: daily from 13.05.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
07:00
Portland
Flight time: 4 h 4 min
Arrival
13:04
O'Hare

Schedule: 4, 10, 11, 15, 18, 22 October, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15 December, ….

AS 324 Portland — Chicago
Alaska Airlines Boeing 737-800
Departure
07:00
Portland
Flight time: 4 h 11 min
Arrival
13:11
O'Hare

Schedule: 5 September.

AA 3329 Portland — Chicago
American Airlines Boeing 737-800
Departure
07:00
Portland
Flight time: 4 h 7 min
Arrival
13:07
O'Hare

Schedule: daily to 02.09.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
07:00
Portland
Flight time: 5 h 7 min
Arrival
13:07
O'Hare

Schedule: 21, 22, 23, 24, 25, 26, 27, 28, 29, 30 November, 1 December, 11, 12, 13, 14, 15, 16, 17, 18, 19 March, ….

UA 2635 Portland — Charlotte
United Airlines Boeing 737
Departure
07:00
Portland
Flight time: 4 h 2 min
Arrival
13:02
O'Hare

Schedule: daily from 26.10 to 01.12.

UA 2635 Portland — Charlotte
United Airlines Boeing 737
Departure
07:00
Portland
Flight time: 5 h 2 min
Arrival
13:02
O'Hare

Schedule: daily from 02.12 to 17.12.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737
Departure
07:00
Portland
Flight time: 4 h 9 min
Arrival
13:09
O'Hare

Schedule: 24, 25, 28, 30 August, 29 October, 4, 8, 11, 12, 15, 19 November.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737
Departure
07:00
Portland
Flight time: 4 h 4 min
Arrival
13:04
O'Hare

Schedule: 5, 6, 7, 8, 9, 12, 13, 14, 16, 17, 19, 20, 21, 23, 24, 25 October.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
07:00
Portland
Flight time: 4 h 9 min
Arrival
13:09
O'Hare

Schedule: 20, 21, 22, 23, 26, 27, 29, 31 August, 26, 27, 28, 30, 31 October, 1, 2, 3, 5, 6, 9, 10 November, ….

UA 646 Portland — Chicago
United Airlines Airbus A319
Departure
07:00
Portland
Flight time: 9 h 8 min
Arrival
17:08
O'Hare

Schedule: 28 November.

UA 646 Portland — Chicago
United Airlines Boeing 737-800
Departure
07:00
Portland
Flight time: 9 h 8 min
Arrival
17:08
O'Hare

Schedule: 2, 9, 16 November.

UA 646 Portland — Chicago
United Airlines Boeing 737
Departure
07:00
Portland
Flight time: 8 h 8 min
Arrival
17:08
O'Hare

Schedule: 27, 28, 29, 30, 31 October, 1, 3, 4, 5, 6, 7, 8, 10, 11, 12, 13, 14, 15, 17, 18 November, ….

UA 646 Portland — Chicago
United Airlines Boeing 737
Departure
07:00
Portland
Flight time: 8 h 8 min
Arrival
17:08
O'Hare

Schedule: 27, 28, 29, 30, 31 October, 1, 3, 4, 5, 6, 7, 8, 10, 11, 12, 13, 14, 15, 17, 18 November, ….

WN 2655 Portland — Chicago
Southwest Airlines Boeing 737
Departure
07:00
Portland
Flight time: 6 h 30 min
Arrival
15:30
Chicago Midway

Schedule: Tuesday, Wednesday from 07.10 to 29.10.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737
Departure
07:02
Portland
Flight time: 4 h 5 min
Arrival
13:07
O'Hare

Schedule: daily, except for Saturday to 19.08.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
07:02
Portland
Flight time: 4 h 5 min
Arrival
13:07
O'Hare

Schedule: 16 August.

AS 324 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
07:07
Portland
Flight time: 5 h 9 min
Arrival
13:16
O'Hare

Schedule: daily, except for Wednesday from 18.12 to 06.01.

UA 2635 Portland — Chicago
United Airlines Boeing 737
Departure
07:10
Portland
Flight time: 5 h 5 min
Arrival
13:15
O'Hare

Schedule: daily from 18.12 to 05.01.

UA 2635 Portland — Charlotte
United Airlines Boeing 737-800
Departure
07:11
Portland
Flight time: 4 h 49 min
Arrival
13:00
O'Hare

Schedule: daily from 06.01 to 05.06.

WN 930 Portland — Chicago
Southwest Airlines Boeing 737
Departure
07:15
Portland
Flight time: 5 h 0 min
Arrival
13:15
Chicago Midway

Schedule: 14, 21, 28 February.

WN 4013 Sacramento — Chicago
Southwest Airlines Boeing 737-800
Departure
07:45
Portland
Flight time: 4 h 55 min
Arrival
13:40
Chicago Midway

Schedule: 22, 29 November, 20, 27 December, 3 January.

WN 3780 Portland — Tulsa
Southwest Airlines Boeing 737-700
Departure
08:15
Portland
Flight time: 3 h 55 min
Arrival
14:10
Chicago Midway

Schedule: Monday, Thursday, Friday to 29.09.

UA 1369 Portland — Washington
United Airlines Boeing 737
Departure
08:30
Portland
Flight time: 4 h 8 min
Arrival
14:38
O'Hare

Schedule: 21, 22, 24, 25, 28, 29, 31 August, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 September, ….

UA 2074 Portland — Chicago
United Airlines Boeing 737
Departure
08:35
Portland
Flight time: 4 h 8 min
Arrival
14:43
O'Hare

Schedule: Monday, Thursday from 25.09 to 23.10.

WN 2668 Sacramento — Chicago
Southwest Airlines Boeing 737-700
Departure
09:20
Portland
Flight time: 3 h 55 min
Arrival
15:15
Chicago Midway

Schedule: Tuesday, Wednesday to 01.10.

WN 4016 Portland — Chicago
Southwest Airlines
Departure
10:20
Portland
Flight time: 4 h 55 min
Arrival
16:15
Chicago Midway

Schedule: 8, 15 November, 6, 13 December.

AA 2515 Portland — Chicago
American Airlines Boeing 737-800
Departure
10:23
Portland
Flight time: 4 h 5 min
Arrival
16:28
O'Hare

Schedule: Monday, Thursday, Friday, Sunday to 01.09.

AA 2515 Portland — Chicago
American Airlines Airbus А321
Departure
10:23
Portland
Flight time: 4 h 2 min
Arrival
16:25
O'Hare

Schedule: 16, 23, 30 August.

AA 2889 Portland — Chicago
American Airlines Boeing 737-800
Departure
10:28
Portland
Flight time: 4 h 9 min
Arrival
16:37
O'Hare

Schedule: Monday, Thursday from 08.09 to 02.10.

AA 987 Portland — Chicago
American Airlines Boeing 737-800
Departure
10:29
Portland
Flight time: 4 h 13 min
Arrival
16:42
O'Hare

Schedule: daily from 06.10 to 30.10, except for 25.10.

WN 1816 Portland — Chicago
Southwest Airlines Boeing 737
Departure
10:35
Portland
Flight time: 6 h 35 min
Arrival
19:10
Chicago Midway

Schedule: 5, 12, 19, 26 October.

WN 2149 San Francisco — Chicago
Southwest Airlines Boeing 737-800
Departure
10:35
Portland
Flight time: 4 h 0 min
Arrival
16:35
Chicago Midway

Schedule: Saturday to 27.09.

AA 2515 Portland — Chicago
American Airlines Boeing 737-800
Departure
10:38
Portland
Flight time: 4 h 9 min
Arrival
16:47
O'Hare

Schedule: Tuesday, Wednesday to 02.09.

AA 2889 Portland — Chicago
American Airlines Boeing 737-800
Departure
10:45
Portland
Flight time: 4 h 15 min
Arrival
17:00
O'Hare

Schedule: 7, 14, 21, 28 September, 5 October.

UA 534 Portland — New York
United Airlines Boeing 737
Departure
10:46
Portland
Flight time: 4 h 8 min
Arrival
16:54
O'Hare

Schedule: daily from 25.09 to 25.10.

UA 534 Portland — New York
United Airlines Boeing 737
Departure
10:46
Portland
Flight time: 4 h 8 min
Arrival
16:54
O'Hare

Schedule: daily from 25.09 to 25.10.

UA 534 Portland — New York
United Airlines Boeing 737
Departure
10:46
Portland
Flight time: 4 h 8 min
Arrival
16:54
O'Hare

Schedule: daily from 25.09 to 25.10.

UA 534 Portland — New York
United Airlines Boeing 737
Departure
10:48
Portland
Flight time: 4 h 8 min
Arrival
16:56
O'Hare

Schedule: 12, 13 August.

UA 534 Portland — New York
United Airlines Boeing 737-900
Departure
10:50
Portland
Flight time: 5 h 2 min
Arrival
16:52
O'Hare

Schedule: daily, except for Sunday from 02.12 to 17.12.

UA 534 Portland — New York
United Airlines Boeing 737
Departure
10:50
Portland
Flight time: 5 h 2 min
Arrival
16:52
O'Hare

Schedule: 7, 14 December.

UA 462 Portland — Houston
United Airlines Boeing 737
Departure
10:51
Portland
Flight time: 4 h 8 min
Arrival
16:59
O'Hare

Schedule: 7, 14, 21 September.

UA 462 Portland — Houston
United Airlines Boeing 737-900
Departure
10:51
Portland
Flight time: 4 h 8 min
Arrival
16:59
O'Hare

Schedule: 21 August.

UA 462 Portland — Houston
United Airlines Boeing 737
Departure
10:51
Portland
Flight time: 4 h 8 min
Arrival
16:59
O'Hare

Schedule: 19, 20, 23, 24, 25, 26, 27, 28, 29, 30, 31 August, 1, 2, 3, 4, 5, 6, 8, 9, 10 September, ….

UA 462 Portland — Houston
United Airlines Boeing 737
Departure
10:51
Portland
Flight time: 4 h 8 min
Arrival
16:59
O'Hare

Schedule: 19, 20, 23, 24, 25, 26, 27, 28, 29, 30, 31 August, 1, 2, 3, 4, 5, 6, 8, 9, 10 September, ….

UA 462 Portland — Houston
United Airlines Boeing 737-800
Departure
10:51
Portland
Flight time: 4 h 8 min
Arrival
16:59
O'Hare

Schedule: 22 August.

UA 534 Portland — New York
United Airlines Boeing 737-900
Departure
10:52
Portland
Flight time: 4 h 2 min
Arrival
16:54
O'Hare

Schedule: daily from 26.10 to 01.12.

AA 2889 Portland — Chicago
American Airlines Boeing 737-800
Departure
10:53
Portland
Flight time: 4 h 12 min
Arrival
17:05
O'Hare

Schedule: 1 October.

UA 534 Portland — New York
United Airlines Airbus A320
Departure
10:54
Portland
Flight time: 4 h 8 min
Arrival
17:02
O'Hare

Schedule: 15, 17, 18 August.

UA 534 Portland — New York
United Airlines Boeing 737-900
Departure
10:54
Portland
Flight time: 4 h 8 min
Arrival
17:02
O'Hare

Schedule: 14, 16 August.

UA 534 Portland — New York
United Airlines Boeing 737-900
Departure
10:54
Portland
Flight time: 4 h 8 min
Arrival
17:02
O'Hare

Schedule: 14, 16 August.

UA 534 Portland — New York
United Airlines Airbus А320
Departure
11:02
Portland
Flight time: 5 h 3 min
Arrival
17:05
O'Hare

Schedule: daily from 18.12 to 05.01.

UA 534 Portland — New York
United Airlines Boeing 737-800
Departure
11:07
Portland
Flight time: 4 h 52 min
Arrival
16:59
O'Hare

Schedule: daily from 06.01 to 05.06.

UA 534 Portland — New York
United Airlines Boeing 737-800
Departure
11:07
Portland
Flight time: 4 h 52 min
Arrival
16:59
O'Hare

Schedule: daily from 06.01 to 05.06.

AA 2889 Portland — Chicago
American Airlines Boeing 737-800
Departure
11:18
Portland
Flight time: 4 h 10 min
Arrival
17:28
O'Hare

Schedule: Tuesday, Wednesday, Friday, Saturday from 05.09 to 30.09, except for 06.09.

AA 2889 Portland — Chicago
American Airlines Boeing 737-800
Departure
11:19
Portland
Flight time: 4 h 10 min
Arrival
17:29
O'Hare

Schedule: 3, 4 October.

AA 987 Portland — Chicago
American Airlines Boeing 737-800
Departure
11:29
Portland
Flight time: 4 h 13 min
Arrival
17:42
O'Hare

Schedule: 25 October, 1 November.

AA 563 Chicago — Chicago
American Airlines Boeing 737-800
Departure
11:43
Portland
Flight time: 5 h 12 min
Arrival
17:55
O'Hare

Schedule: 4, 5, 11, 12, 18, 19 November.

AA 2889 Portland — Chicago
American Airlines Boeing 737-800
Departure
11:50
Portland
Flight time: 4 h 9 min
Arrival
17:59
O'Hare

Schedule: 3, 4, 6 September.

AA 2284 Chicago — Chicago
American Airlines Airbus А321
Departure
11:57
Portland
Flight time: 3 h 58 min
Arrival
17:55
O'Hare

Schedule: daily from 21.05.

AA 2515 Portland — Chicago
American Airlines Airbus А321
Departure
13:09
Portland
Flight time: 4 h 16 min
Arrival
19:25
O'Hare

Schedule: daily, except for Tuesday, Saturday from 05.09 to 05.10.

AA 2515 Portland — Chicago
American Airlines Airbus А321
Departure
13:12
Portland
Flight time: 4 h 16 min
Arrival
19:28
O'Hare

Schedule: 13, 20, 27 September, 4 October.

AA 2515 Portland — Chicago
American Airlines Airbus А321
Departure
13:16
Portland
Flight time: 4 h 17 min
Arrival
19:33
O'Hare

Schedule: 6, 8, 9, 10, 11, 12, 13, 15, 16, 17, 18, 19, 20, 22, 23, 24, 25, 26, 27, 29 October, ….

AA 3303 Portland — Chicago
American Airlines Airbus А321
Departure
13:20
Portland
Flight time: 3 h 58 min
Arrival
19:18
O'Hare

Schedule: daily to 02.09.

WN 2248 San Francisco — Chicago
Southwest Airlines Boeing 737-700
Departure
13:20
Portland
Flight time: 3 h 55 min
Arrival
19:15
Chicago Midway

Schedule: 31 August.

AA 2515 Portland — Chicago
American Airlines Boeing 737-800
Departure
13:23
Portland
Flight time: 4 h 7 min
Arrival
19:30
O'Hare

Schedule: 7, 14, 21, 28 October.

WN 298 Portland — Chicago
Southwest Airlines Boeing 737
Departure
13:25
Portland
Flight time: 3 h 55 min
Arrival
19:20
Chicago Midway

Schedule: Tuesday, Wednesday from 07.10 to 29.10.

AA 563 Chicago — Chicago
American Airlines Boeing 737-800
Departure
13:28
Portland
Flight time: 5 h 15 min
Arrival
19:43
O'Hare

Schedule: 2, 3, 6, 7, 8, 9, 10, 13, 14, 15, 16, 17, 20, 21, 22, 23, 24, 25, 26, 29 November, ….

WN 3186 Portland — Chicago
Southwest Airlines Boeing 737
Departure
13:30
Portland
Flight time: 4 h 0 min
Arrival
19:30
Chicago Midway

Schedule: Tuesday, Wednesday to 01.10.

WN 2149 San Francisco — Chicago
Southwest Airlines Boeing 737
Departure
13:35
Portland
Flight time: 4 h 0 min
Arrival
19:35
Chicago Midway

Schedule: Monday, Thursday, Friday to 29.09.

AA 563 Chicago — Chicago
American Airlines Boeing 737-800
Departure
13:40
Portland
Flight time: 5 h 11 min
Arrival
19:51
O'Hare

Schedule: 27, 28 November, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20 December, ….

AA 2515 Portland — Chicago
American Airlines Airbus А321
Departure
13:40
Portland
Flight time: 4 h 9 min
Arrival
19:49
O'Hare

Schedule: 9, 16, 23, 30 September.

AA 3303 Portland — Chicago
American Airlines Airbus А321
Departure
13:40
Portland
Flight time: 4 h 5 min
Arrival
19:45
O'Hare

Schedule: daily from 21.05.

WN 2248 Sacramento — Chicago
Southwest Airlines Boeing 737
Departure
13:50
Portland
Flight time: 3 h 55 min
Arrival
19:45
Chicago Midway

Schedule: 17, 24 August, 7, 14, 21, 28 September.

UA 1492 Portland — Columbus
United Airlines Airbus A320
Departure
14:12
Portland
Flight time: 4 h 13 min
Arrival
20:25
O'Hare

Schedule: 12, 14, 15, 16, 17, 18 August.

UA 1492 Portland — Columbus
United Airlines Boeing 737-900
Departure
14:12
Portland
Flight time: 4 h 13 min
Arrival
20:25
O'Hare

Schedule: 13 August.

UA 1492 Portland — Columbus
United Airlines Airbus A320
Departure
14:12
Portland
Flight time: 4 h 13 min
Arrival
20:25
O'Hare

Schedule: 12, 14, 15, 16, 17, 18 August.

UA 1850 Portland — Omaha
United Airlines Boeing 737-800
Departure
14:14
Portland
Flight time: 3 h 52 min
Arrival
20:06
O'Hare

Schedule: daily from 29.03.

UA 1850 Portland — Chicago
United Airlines Airbus A320
Departure
14:15
Portland
Flight time: 4 h 10 min
Arrival
20:25
O'Hare

Schedule: daily from 25.09 to 25.10.

UA 740 Houston — Chicago
United Airlines Airbus A320
Departure
14:15
Portland
Flight time: 4 h 10 min
Arrival
20:25
O'Hare

Schedule: daily from 19.08 to 24.09.

WN 1603 Sacramento — Chicago
Southwest Airlines Boeing 737-800
Departure
14:35
Portland
Flight time: 3 h 50 min
Arrival
20:25
Chicago Midway

Schedule: Monday, Thursday, Friday from 02.10 to 30.10.

AA 2511 Chicago — Chicago
American Airlines Boeing 737-800
Departure
15:18
Portland
Flight time: 4 h 7 min
Arrival
21:25
O'Hare

Schedule: daily from 07.04 to 20.05.

AS 376 Portland — Chicago
Alaska Airlines Boeing 737
Departure
17:35
Portland
Flight time: 4 h 4 min
Arrival
23:39
O'Hare

Schedule: 12, 13, 14, 15, 19 August.

AS 376 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
17:35
Portland
Flight time: 4 h 4 min
Arrival
23:39
O'Hare

Schedule: 16, 17, 18 August.

AS 370 Portland — Chicago
Alaska Airlines Boeing 737
Departure
17:50
Portland
Flight time: 4 h 14 min
Arrival
00:04
O'Hare

Schedule: 27 September.

AS 370 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
17:50
Portland
Flight time: 4 h 14 min
Arrival
00:04
O'Hare

Schedule: 6, 13, 20 September.

AS 370 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
17:50
Portland
Flight time: 4 h 9 min
Arrival
23:59
O'Hare

Schedule: 23, 30 August.

AS 340 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
17:51
Portland
Flight time: 4 h 5 min
Arrival
23:56
O'Hare

Schedule: daily from 13.05.

UA 2334 Portland — Chicago
United Airlines Boeing 737
Departure
19:10
Portland
Flight time: 6 h 10 min
Arrival
03:20
O'Hare

Schedule: 27, 29, 30 October, 3, 5, 6, 7, 10, 12, 13, 14, 17, 19, 20, 21, 22, 23, 25, 26, 28 November, ….

AS 376 Portland — Chicago
Alaska Airlines Boeing 737-800
Departure
22:55
Portland
Flight time: 4 h 5 min
Arrival
05:00
O'Hare

Schedule: 11 September.

AS 376 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
22:55
Portland
Flight time: 4 h 5 min
Arrival
05:00
O'Hare

Schedule: 4, 5, 7, 12, 14, 19, 21, 25 September, 2, 3 October.

UA 2228 Portland — Chicago
United Airlines Airbus А320
Departure
22:55
Portland
Flight time: 4 h 1 min
Arrival
04:56
O'Hare

Schedule: 13, 14, 15, 16, 17 August.

AS 376 Portland — Chicago
Alaska Airlines Boeing 737
Departure
22:55
Portland
Flight time: 4 h 5 min
Arrival
05:00
O'Hare

Schedule: 18, 26, 28 September.

UA 2094 Portland — Chicago
United Airlines Boeing 737-800
Departure
22:59
Portland
Flight time: 3 h 52 min
Arrival
04:51
O'Hare

Schedule: daily from 21.05.

AS 376 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
23:00
Portland
Flight time: 5 h 4 min
Arrival
05:04
O'Hare

Schedule: daily from 02.12 to 17.12.

AS 376 Portland — Chicago
Alaska Airlines Boeing 737
Departure
23:00
Portland
Flight time: 4 h 1 min
Arrival
05:01
O'Hare

Schedule: 8, 10, 15, 19, 22, 29, 30, 31 October, 2, 5, 6, 9, 12, 13, 15, 19 November.

AS 376 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
23:00
Portland
Flight time: 4 h 0 min
Arrival
05:00
O'Hare

Schedule: 21, 22, 24, 28, 29, 31 August.

AS 376 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
23:00
Portland
Flight time: 5 h 2 min
Arrival
05:02
O'Hare

Schedule: daily, except for Wednesday from 18.12 to 06.01.

AS 376 Portland — Chicago
Alaska Airlines Boeing 737-900
Departure
23:00
Portland
Flight time: 4 h 1 min
Arrival
05:01
O'Hare

Schedule: 5, 9, 12, 16, 17, 23, 24, 26 October, 7, 8, 14, 16, 20, 21, 22, 23, 24, 25, 26, 28 November, ….

AA 2977 Portland — Chicago
American Airlines Airbus А321
Departure
23:52
Portland
Flight time: 3 h 57 min
Arrival
05:49
O'Hare

Schedule: daily from 21.05.

UA 1030 Chicago — Chicago
United Airlines Boeing 737
Departure
23:55
Portland
Flight time: 12 h 45 min
Arrival
14:40
O'Hare

Schedule: daily, except for Tuesday from 25.09 to 25.10.

UA 1030 Chicago — Chicago
United Airlines Boeing 737
Departure
23:55
Portland
Flight time: 12 h 45 min
Arrival
14:40
O'Hare

Schedule: daily, except for Tuesday from 25.09 to 25.10.

UA 1490 Portland — Chicago
United Airlines Boeing 737-800
Departure
23:55
Portland
Flight time: 4 h 44 min
Arrival
05:39
O'Hare

Schedule: daily from 12.02, except for 07.03.

UA 1490 Portland — Chicago
United Airlines Boeing 737-800
Departure
23:55
Portland
Flight time: 4 h 44 min
Arrival
06:39
O'Hare

Schedule: 7 March.

UA 1490 Portland — Chicago
United Airlines Boeing 737-900
Departure
23:55
Portland
Flight time: 5 h 1 min
Arrival
05:56
O'Hare

Schedule: daily from 18.12 to 05.01.

AA 2985 Portland — Chicago
American Airlines Airbus А321
Departure
23:58
Portland
Flight time: 4 h 2 min
Arrival
06:00
O'Hare

Schedule: 5 October.

AA 565 Portland — Chicago
American Airlines Boeing 737-800
Departure
23:58
Portland
Flight time: 3 h 55 min
Arrival
05:53
O'Hare

Schedule: daily from 06.10 to 31.10, except for 27.10, 28.10.

AA 565 Portland — Chicago
American Airlines Boeing 737-800
Departure
23:58
Portland
Flight time: 3 h 55 min
Arrival
04:53
O'Hare

Schedule: 1 November.

UA 1490 Portland — Chicago
United Airlines Airbus A319
Departure
23:59
Portland
Flight time: 3 h 55 min
Arrival
05:54
O'Hare

Schedule: 29 October, 5, 12, 19, 26 November.

UA 1490 Portland — Chicago
United Airlines Boeing 737-900
Departure
23:59
Portland
Flight time: 4 h 1 min
Arrival
06:00
O'Hare

Schedule: 15, 20, 29 August.

UA 1490 Portland — Chicago
United Airlines Boeing 737-800
Departure
23:59
Portland
Flight time: 4 h 52 min
Arrival
05:51
O'Hare

Schedule: daily from 06.01 to 11.02.

UA 1490 Portland — Chicago
United Airlines Airbus A320
Departure
23:59
Portland
Flight time: 3 h 55 min
Arrival
05:54
O'Hare

Schedule: 26 October, 2, 9, 16, 23, 30 November.

UA 1490 Portland — Chicago
United Airlines Boeing 737
Departure
23:59
Portland
Flight time: 4 h 53 min
Arrival
05:52
O'Hare

Schedule: 6, 13 December.

UA 1490 Portland — Chicago
United Airlines Airbus А320
Departure
23:59
Portland
Flight time: 4 h 1 min
Arrival
06:00
O'Hare

Schedule: 12, 18 August.

UA 1490 Portland — Chicago
United Airlines Boeing 737-800
Departure
23:59
Portland
Flight time: 4 h 53 min
Arrival
05:52
O'Hare

Schedule: 8, 15, 22 November.

UA 1490 Portland — Chicago
United Airlines Boeing 737-800
Departure
23:59
Portland
Flight time: 4 h 1 min
Arrival
06:00
O'Hare

Schedule: 16, 22 August, 25, 26, 28, 29, 30 September, 1, 2, 3, 5, 6, 7, 8, 9, 10, 12, 13, 14, 15 October, ….

AS 376 Portland — Chicago
Alaska Airlines Boeing 737
Departure
23:59
Portland
Flight time: 4 h 1 min
Arrival
05:00
O'Hare

Schedule: 1 November.

AA 2366 Portland — Dallas
American Airlines Boeing 737-800
Departure
23:59
Portland
Flight time: 4 h 5 min
Arrival
06:04
O'Hare

Schedule: daily from 07.04 to 20.05.

UA 1490 Portland — Chicago
United Airlines Boeing 737
Departure
23:59
Portland
Flight time: 3 h 53 min
Arrival
05:52
O'Hare

Schedule: 27, 28, 30, 31 October, 3, 4, 6, 7, 10, 11, 13, 14, 17, 18, 20, 21, 24, 25, 28, 29 November, ….

UA 1490 Portland — Chicago
United Airlines Boeing 737-800
Departure
23:59
Portland
Flight time: 3 h 53 min
Arrival
04:52
O'Hare

Schedule: 1 November.

UA 1490 Portland — Chicago
United Airlines Boeing 737
Departure
23:59
Portland
Flight time: 4 h 1 min
Arrival
06:00
O'Hare

Schedule: 13, 14, 17, 19, 23, 24, 25, 26, 27, 30, 31 August, 27 September, 4, 11, 18 October.

UA 1490 Portland — Chicago
United Airlines Boeing 737
Departure
23:59
Portland
Flight time: 4 h 1 min
Arrival
06:00
O'Hare

Schedule: 21, 28 August, 25 October.