American Airlines flights from Portland (PDX) to Chicago O'Hare (ORD).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Daily 15:02 Portland (PDX) 21:24 Chicago O'Hare (ORD) 3
American Airlines AA 563 Non-stop Boeing 737-800 (738) 4:22 Valid until 2026-01-05
Daily 23:58 Portland (PDX) 05:53 Chicago O'Hare (ORD) 3
American Airlines AA 565 Non-stop Boeing 737-800 (738) 3:55 Effective from 2026-10-05
The flight arrives 1 day after departure.
Daily 06:00 Portland (PDX) 12:15 Chicago O'Hare (ORD) 3
American Airlines AA 820 Non-stop Boeing 737-800 (738) 4:15 Effective 2026-01-06 through 2026-02-11
Tue 06:00 Portland (PDX) 12:12 Chicago O'Hare (ORD) 3
American Airlines AA 820 Non-stop Boeing 737-800 (738) 4:12 Operates only on 2026-04-07
Mon,Wed-Fri 11:46 Portland (PDX) 17:55 Chicago O'Hare (ORD) 3
American Airlines AA 820 Non-stop Boeing 737-800 (738) 4:09 Effective 2026-02-12 through 2026-02-27
Sun 11:46 Portland (PDX) 17:43 Chicago O'Hare (ORD) 3
American Airlines AA 820 Non-stop Boeing 737 MAX 8 (7M8) 3:57 Operates only on 2026-02-22
Mon,Wed-Fri,Sun 11:46 Portland (PDX) 17:55 Chicago O'Hare (ORD) 3
American Airlines AA 820 Non-stop Boeing 737-800 (738) 4:09 Effective 2026-03-01 through 2026-03-09
Mon-Fri,Sun 11:46 Portland (PDX) 17:55 Chicago O'Hare (ORD) 3
American Airlines AA 820 Non-stop Boeing 737-800 (738) 4:09 Effective 2026-03-10 through 2026-04-06
Sun 13:06 Portland (PDX) 19:15 Chicago O'Hare (ORD) 3
American Airlines AA 820 Non-stop Boeing 737-800 (738) 4:09 Operates only on 2026-02-15
Daily 23:54 Portland (PDX) 05:50 Chicago O'Hare (ORD) 3
American Airlines AA 1323 Non-stop Airbus A321 (321) 3:56 Effective 2026-07-02 through 2026-08-04
The flight arrives 1 day after departure.
Daily 11:45 Portland (PDX) 17:55 Chicago O'Hare (ORD) 3
American Airlines AA 1711 Non-stop Airbus A321 (321) 4:10 Effective 2026-09-09 through 2026-10-04
Daily 10:23 Portland (PDX) 16:25 Chicago O'Hare (ORD) 3
American Airlines AA 1713 Non-stop Airbus A321 (321) 4:02 Effective 2026-08-05 through 2026-09-08
Daily 11:42 Portland (PDX) 17:55 Chicago O'Hare (ORD) 3
American Airlines AA 2165 Non-stop Boeing 737-800 (738) 4:13 Effective from 2026-10-05
Daily 06:30 Portland (PDX) 12:39 Chicago O'Hare (ORD) 3
American Airlines AA 2197 Non-stop Airbus A321 (321) 4:09 Effective 2026-04-08 through 2026-05-20
Daily 11:57 Portland (PDX) 17:55 Chicago O'Hare (ORD) 3
American Airlines AA 2284 Non-stop Airbus A321 (321) 3:58 Effective 2026-05-21 through 2026-07-01
Daily 11:53 Portland (PDX) 17:55 Chicago O'Hare (ORD) 3
American Airlines AA 2301 Non-stop Airbus A321 (321) 4:02 Effective 2026-07-02 through 2026-08-04
Daily 06:30 Portland (PDX) 12:35 Chicago O'Hare (ORD) 3
American Airlines AA 2395 Non-stop Boeing 737-800 (738) 4:05 Effective 2026-09-09 through 2026-10-04
Daily 15:18 Portland (PDX) 21:25 Chicago O'Hare (ORD) 3
American Airlines AA 2511 Non-stop Boeing 737-800 (738) 4:07 Effective 2026-04-07 through 2026-05-20
Daily 13:28 Portland (PDX) 19:45 Chicago O'Hare (ORD) 3
American Airlines AA 2515 Non-stop Airbus A321 (321) 4:17 Effective from 2026-10-05
Daily 13:31 Portland (PDX) 19:45 Chicago O'Hare (ORD) 3
American Airlines AA 2515 Non-stop Airbus A321 (321) 4:14 Effective 2026-09-09 through 2026-10-04
Daily 23:52 Portland (PDX) 05:49 Chicago O'Hare (ORD) 3
American Airlines AA 2977 Non-stop Airbus A321 (321) 3:57 Effective 2026-05-21 through 2026-07-01
The flight arrives 1 day after departure.
Daily 13:20 Portland (PDX) 19:18 Chicago O'Hare (ORD) 3
American Airlines AA 3303 Non-stop Airbus A321 (321) 3:58 Effective 2026-08-05 through 2026-09-08
Daily 13:40 Portland (PDX) 19:45 Chicago O'Hare (ORD) 3
American Airlines AA 3303 Non-stop Airbus A321 (321) 4:05 Effective 2026-05-21 through 2026-07-01
Daily 13:42 Portland (PDX) 19:45 Chicago O'Hare (ORD) 3
American Airlines AA 3303 Non-stop Airbus A321 (321) 4:03 Effective 2026-07-02 through 2026-08-04
Daily 07:00 Portland (PDX) 13:07 Chicago O'Hare (ORD) 3
American Airlines AA 3329 Non-stop Boeing 737-800 (738) 4:07 Effective 2026-08-05 through 2026-09-08




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American Airlines flights from Portland (PDX) to Chicago O'Hare (ORD).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:
American Airlines AA563
15:02
Portland (PDX)

21:24
Chicago O'Hare (ORD) 3
Valid until 2026-01-05
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:22, non-stop
Boeing 737-800 (738)
Direct Flights:
American Airlines AA565
23:58
Portland (PDX)

05:53(+1)
Chicago O'Hare (ORD) 3
Effective from 2026-10-05
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:55, non-stop
Boeing 737-800 (738)
The flight arrives 1 day after departure.
Direct Flights:
American Airlines AA820
06:00
Portland (PDX)

12:15
Chicago O'Hare (ORD) 3
Effective 2026-01-06 through 2026-02-11
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:15, non-stop
Boeing 737-800 (738)
Direct Flights:
American Airlines AA820
06:00
Portland (PDX)

12:12
Chicago O'Hare (ORD) 3
Operates only on 2026-04-07
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:12, non-stop
Boeing 737-800 (738)
Direct Flights:
American Airlines AA820
11:46
Portland (PDX)

17:55
Chicago O'Hare (ORD) 3
Effective 2026-02-12 through 2026-02-27
Mon
Tue
-
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:09, non-stop
Boeing 737-800 (738)
Direct Flights:
American Airlines AA820
11:46
Portland (PDX)

17:43
Chicago O'Hare (ORD) 3
Operates only on 2026-02-22
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:57, non-stop
Boeing 737 MAX 8 (7M8)
Direct Flights:
American Airlines AA820
11:46
Portland (PDX)

17:55
Chicago O'Hare (ORD) 3
Effective 2026-03-01 through 2026-03-09
Mon
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 4:09, non-stop
Boeing 737-800 (738)
Direct Flights:
American Airlines AA820
11:46
Portland (PDX)

17:55
Chicago O'Hare (ORD) 3
Effective 2026-03-10 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 4:09, non-stop
Boeing 737-800 (738)
Direct Flights:
American Airlines AA820
13:06
Portland (PDX)

19:15
Chicago O'Hare (ORD) 3
Operates only on 2026-02-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:09, non-stop
Boeing 737-800 (738)
Direct Flights:
American Airlines AA1323
23:54
Portland (PDX)

05:50(+1)
Chicago O'Hare (ORD) 3
Effective 2026-07-02 through 2026-08-04
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:56, non-stop
Airbus A321 (321)
The flight arrives 1 day after departure.
Direct Flights:
American Airlines AA1711
11:45
Portland (PDX)

17:55
Chicago O'Hare (ORD) 3
Effective 2026-09-09 through 2026-10-04
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:10, non-stop
Airbus A321 (321)
Direct Flights:
American Airlines AA1713
10:23
Portland (PDX)

16:25
Chicago O'Hare (ORD) 3
Effective 2026-08-05 through 2026-09-08
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:02, non-stop
Airbus A321 (321)
Direct Flights:
American Airlines AA2165
11:42
Portland (PDX)

17:55
Chicago O'Hare (ORD) 3
Effective from 2026-10-05
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:13, non-stop
Boeing 737-800 (738)
Direct Flights:
American Airlines AA2197
06:30
Portland (PDX)

12:39
Chicago O'Hare (ORD) 3
Effective 2026-04-08 through 2026-05-20
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:09, non-stop
Airbus A321 (321)
Direct Flights:
American Airlines AA2284
11:57
Portland (PDX)

17:55
Chicago O'Hare (ORD) 3
Effective 2026-05-21 through 2026-07-01
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:58, non-stop
Airbus A321 (321)
Direct Flights:
American Airlines AA2301
11:53
Portland (PDX)

17:55
Chicago O'Hare (ORD) 3
Effective 2026-07-02 through 2026-08-04
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:02, non-stop
Airbus A321 (321)
Direct Flights:
American Airlines AA2395
06:30
Portland (PDX)

12:35
Chicago O'Hare (ORD) 3
Effective 2026-09-09 through 2026-10-04
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:05, non-stop
Boeing 737-800 (738)
Direct Flights:
American Airlines AA2511
15:18
Portland (PDX)

21:25
Chicago O'Hare (ORD) 3
Effective 2026-04-07 through 2026-05-20
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:07, non-stop
Boeing 737-800 (738)
Direct Flights:
American Airlines AA2515
13:28
Portland (PDX)

19:45
Chicago O'Hare (ORD) 3
Effective from 2026-10-05
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:17, non-stop
Airbus A321 (321)
Direct Flights:
American Airlines AA2515
13:31
Portland (PDX)

19:45
Chicago O'Hare (ORD) 3
Effective 2026-09-09 through 2026-10-04
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:14, non-stop
Airbus A321 (321)
Direct Flights:
American Airlines AA2977
23:52
Portland (PDX)

05:49(+1)
Chicago O'Hare (ORD) 3
Effective 2026-05-21 through 2026-07-01
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:57, non-stop
Airbus A321 (321)
The flight arrives 1 day after departure.
Direct Flights:
American Airlines AA3303
13:20
Portland (PDX)

19:18
Chicago O'Hare (ORD) 3
Effective 2026-08-05 through 2026-09-08
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:58, non-stop
Airbus A321 (321)
Direct Flights:
American Airlines AA3303
13:40
Portland (PDX)

19:45
Chicago O'Hare (ORD) 3
Effective 2026-05-21 through 2026-07-01
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:05, non-stop
Airbus A321 (321)
Direct Flights:
American Airlines AA3303
13:42
Portland (PDX)

19:45
Chicago O'Hare (ORD) 3
Effective 2026-07-02 through 2026-08-04
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:03, non-stop
Airbus A321 (321)
Direct Flights:
American Airlines AA3329
07:00
Portland (PDX)

13:07
Chicago O'Hare (ORD) 3
Effective 2026-08-05 through 2026-09-08
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:07, non-stop
Boeing 737-800 (738)
  • A domestic route departing from the Portland airport (PDX) and arriving at Chicago O'Hare airport (ORD).
  • The flight distance is 1733 miles, or 2789 km.
  • The timezone of the departure airport is UTC-8 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 3:55 and 4:22.
All PDX-ORD flights
All American Airlines flights
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