Airlines with flights from Portland to Chicago
There are four airlines with scheduled flights between PDX and ORD. United, Alaska Airlines and American Airlines has non-stop flights from Portland International to Chicago O'Hare and the flight time is 3 hours and 57 minutes.
Choose airline
Schedules

Non-stop with United Airlines
-
Total flight time: 3 hours and 57 minutes
-
Chicago is a United Airlines hub (Largest hub ).
-
18 flights per week
-
Boeing 737-900 PassengerAirbus A320Boeing 737-800 PassengerBoeing 737MAX 8 PassengerAirbus A319
-
First class available
PDX
Direct
ORD
W10, Mar 03 - Mar 09
Flight
Mon
Mar 3
Tue
Mar 4
Wed
Mar 5
Thu
Mar 6
Fri
Mar 7
Sat
Mar 8
Sun
Mar 9
UA1693
07:05
07:05
07:00
07:00
07:00
07:00
07:00
UA1335
11:00
11:00
11:00
11:00
11:00
11:00
11:00
UA2384
----
----
----
23:58
23:58
23:55
23:58
UA1490
23:58
----
----
----
----
----
----
The timetable & schedule information was updated at 2025-02-17

Non-stop with Alaska Airlines
-
Total flight time: 4 hours and 5 minutes
-
One World Alliance
-
Portland is a Alaska Airlines hub.
-
7 flights per week
-
Boeing 737-900 (winglets) Passenger/BBJ3Boeing 737MAX 9 Passenger
-
Business and first class available
PDX
Direct
ORD
W10, Mar 03 - Mar 09
Flight
Mon
Mar 3
Tue
Mar 4
Wed
Mar 5
Thu
Mar 6
Fri
Mar 7
Sat
Mar 8
Sun
Mar 9
AS324
07:00
07:00
07:00
07:00
07:00
07:00
07:00
The timetable & schedule information was updated at 2025-02-17

Non-stop with American Airlines
-
Total flight time: 4 hours and 5 minutes
-
One World Alliance
-
Chicago is a American Airlines hub.
-
1 flight per week
-
First class available
PDX
Direct
ORD
W10, Mar 03 - Mar 09
Flight
Mon
Mar 3
Tue
Mar 4
Wed
Mar 5
Thu
Mar 6
Fri
Mar 7
Sat
Mar 8
Sun
Mar 9
The next flight with this airline is scheduled on 2025-04-04.
The timetable & schedule information was updated at 2025-02-17

Via Seattle with Alaska Airlines
-
Total flight time: 5h 58m - 8h 10m.
-
One World Alliance
-
Portland is a Alaska Airlines hub.
-
34 flights per week
-
Boeing 737-900 (winglets) Passenger/BBJ3Boeing 737MAX 9 Passenger
PDX
Via SEA
ORD
W10, Mar 03 - Mar 09
Flight
Mon
Mar 3
Tue
Mar 4
Wed
Mar 5
Thu
Mar 6
Fri
Mar 7
Sat
Mar 8
Sun
Mar 9
AS2090
AS408
AS408
05:08
----
----
05:08
05:08
----
----
AS2292
AS408
AS408
----
05:45
05:45
----
----
05:45
05:45
AS124
AS408
AS408
05:45
----
----
05:45
05:45
----
----
AS910
AS352
AS352
----
08:00
08:00
----
----
08:00
----
AS2384
AS352
AS352
08:00
----
----
08:00
08:00
----
----
AS910
AS362
AS362
----
----
----
----
----
----
08:00
AS3362
AS352
AS352
09:40
09:40
09:40
09:40
09:40
09:40
----
AS3362
AS362
AS362
----
----
----
----
----
----
09:40
AS3282
AS538
AS538
----
----
----
----
----
----
14:54
AS3358
AS538
AS538
15:00
15:00
15:00
15:00
15:00
15:00
----
AS2102
AS538
AS538
16:00
16:00
16:00
16:00
16:00
----
----
AS3289
AS538
AS538
----
----
----
----
----
----
16:00
AS3295
AS538
AS538
----
----
----
----
----
16:00
----
AS2115
AS461
AS461
21:07
----
----
21:07
21:07
----
21:07
The timetable & schedule information was updated at 2025-02-17

Via Denver with United Airlines
-
Total flight time: 5h 39m - 8h 08m.
-
Chicago is a United Airlines hub (Largest hub ).
-
28 flights per week
-
Boeing 737-900 PassengerAirbus A320Boeing 737-800 PassengerBoeing 737MAX 8 PassengerAirbus A319
PDX
Via DEN
ORD
W10, Mar 03 - Mar 09
Flight
Mon
Mar 3
Tue
Mar 4
Wed
Mar 5
Thu
Mar 6
Fri
Mar 7
Sat
Mar 8
Sun
Mar 9
UA797
UA1727
UA1727
----
----
----
05:00
05:00
05:00
05:00
UA459
UA2329
UA2329
05:00
05:00
05:00
----
----
----
----
UA459
UA598
UA598
05:00
05:00
05:00
----
----
----
----
UA797
UA2329
UA2329
----
----
----
05:00
05:00
05:00
05:00
UA1829
UA1012
UA1012
----
----
----
08:55
08:55
08:55
08:55
UA1829
UA617
UA617
----
----
----
08:55
08:55
08:55
08:55
UA1974
UA617
UA617
09:00
09:00
09:00
----
----
----
----
UA616
UA2258
UA2258
13:00
----
13:00
13:00
13:00
13:00
13:00
UA616
UA2385
UA2385
13:00
13:00
13:00
----
----
----
----
UA616
UA1898
UA1898
----
----
----
13:00
13:00
13:00
13:00
UA540
UA377
UA377
15:21
15:21
15:21
----
----
----
----
UA2190
UA377
UA377
----
----
----
16:00
16:00
16:00
16:00
The timetable & schedule information was updated at 2025-02-17

Via Minneapolis with Delta Air Lines
-
Total flight time: 5h 21m - 7h 58m.
-
Sky Team Alliance
-
20 flights per week
PDX
Via MSP
ORD
W10, Mar 03 - Mar 09
Flight
Mon
Mar 3
Tue
Mar 4
Wed
Mar 5
Thu
Mar 6
Fri
Mar 7
Sat
Mar 8
Sun
Mar 9
DL2359
DL1567
DL1567
----
----
----
----
----
00:59
00:59
DL2359
DL1544
DL1544
00:59
00:59
00:59
00:59
00:59
----
----
DL1270
DL2247
DL2247
----
----
----
----
----
05:10
----
DL3851
DL2055
DL2055
05:15
05:15
05:15
05:15
05:15
05:15
----
DL3931
DL2055
DL2055
----
----
----
----
----
----
05:30
DL2369
DL1533
DL1533
06:05
06:05
06:05
06:05
06:05
06:05
06:30
DL1203
DL2377
DL2377
10:15
10:15
10:15
10:15
10:15
----
10:09
DL1209
DL2413
DL2413
13:30
13:30
13:30
13:30
13:30
13:30
13:29
DL2167
DL1563
DL1563
14:00
14:00
14:00
14:00
14:00
14:00
----
DL2175
DL1563
DL1563
----
----
----
----
----
----
14:03
The timetable & schedule information was updated at 2025-02-17

Via Salt Lake City with Delta Air Lines
-
Total flight time: 5h 37m - 7h 02m.
-
Sky Team Alliance
-
14 flights per week
PDX
Via SLC
ORD
W10, Mar 03 - Mar 09
Flight
Mon
Mar 3
Tue
Mar 4
Wed
Mar 5
Thu
Mar 6
Fri
Mar 7
Sat
Mar 8
Sun
Mar 9
DL2359
DL1567
DL1567
----
----
----
----
----
00:59
00:59
DL2359
DL1544
DL1544
00:59
00:59
00:59
00:59
00:59
----
----
DL1270
DL2247
DL2247
----
----
----
----
----
05:10
----
DL3851
DL2055
DL2055
05:15
05:15
05:15
05:15
05:15
05:15
----
DL3931
DL2055
DL2055
----
----
----
----
----
----
05:30
DL2369
DL1533
DL1533
06:05
06:05
06:05
06:05
06:05
06:05
06:30
DL1203
DL2377
DL2377
10:15
10:15
10:15
10:15
10:15
----
10:09
DL1209
DL2413
DL2413
13:30
13:30
13:30
13:30
13:30
13:30
13:29
DL2167
DL1563
DL1563
14:00
14:00
14:00
14:00
14:00
14:00
----
DL2175
DL1563
DL1563
----
----
----
----
----
----
14:03
The timetable & schedule information was updated at 2025-02-17