Airlines with flights from Chicago to Portland
There are two airlines with scheduled flights between MDW and PWM. Southwest is the only airline with non-stop flights from Midway International Airport to Portland International Jetport and the flight time is 2 hours and 10 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 2 hours and 10 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
7 flights per week
MDW
Direct
PWM
W45, Nov 04 - Nov 10
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-10-16
Via Baltimore with Southwest Airlines
-
Total flight time: 4h 00m - 8h 35m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
39 flights per week
MDW
Via BWI
PWM
W45, Nov 04 - Nov 10
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN281
WN805
WN805
----
----
----
----
----
06:40
----
WN1382
WN1356
WN1356
07:20
07:20
07:20
----
----
----
----
WN4325
WN1947
WN1947
----
----
----
08:15
08:15
----
08:15
WN1035
WN2438
WN2438
10:05
10:00
10:05
----
----
----
----
WN1997
WN1544
WN1544
----
----
----
12:35
12:35
----
12:35
WN2226
WN1733
WN1733
----
----
----
----
----
13:15
----
WN6511
WN1733
WN1733
15:20
----
----
----
----
----
----
WN3710
WN1733
WN1733
17:30
17:25
17:30
----
----
----
----
The timetable & schedule information was updated at 2024-10-16
Via Detroit with Delta Air Lines
-
Total flight time: 4h 07m - 5h 57m.
-
Sky Team Alliance
-
7 flights per week
MDW
Via DTW
PWM
W45, Nov 04 - Nov 10
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
DL3653
DL3751
DL3751
09:24
09:24
09:24
09:24
09:24
09:24
09:24
DL3869
DL3660
DL3660
17:45
17:45
17:45
17:45
17:45
17:45
17:45
The timetable & schedule information was updated at 2024-10-16
Via Nashville with Southwest Airlines
-
Total flight time: 6h 20m - 7h 05m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
MDW
Via BNA
PWM
W45, Nov 04 - Nov 10
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN281
WN805
WN805
----
----
----
----
----
06:40
----
WN1382
WN1356
WN1356
07:20
07:20
07:20
----
----
----
----
WN4325
WN1947
WN1947
----
----
----
08:15
08:15
----
08:15
WN1035
WN2438
WN2438
10:05
10:00
10:05
----
----
----
----
WN1997
WN1544
WN1544
----
----
----
12:35
12:35
----
12:35
WN2226
WN1733
WN1733
----
----
----
----
----
13:15
----
WN6511
WN1733
WN1733
15:20
----
----
----
----
----
----
WN3710
WN1733
WN1733
17:30
17:25
17:30
----
----
----
----
The timetable & schedule information was updated at 2024-10-16