Airlines with flights from Portland to Chicago
There are two airlines with scheduled flights between PWM and MDW. Southwest is the only airline with non-stop flights from Portland International Jetport to Midway International Airport and the flight time is 2 hours and 35 minutes.
There are two airlines with scheduled flights between PWM and MDW. Southwest is the only airline with non-stop flights from Portland International Jetport to Midway International Airport and the flight time is 2 hours and 35 minutes. Choose airline
Non-stop
2h 35min
Via Baltimore
6h 28min
Via Detroit
4h 49min
Via Nashville
6h 38min
Via Minneapolis
7h 26min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 2 hours and 35 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
7 flights per week
PWM
Direct
MDW
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 20m - 8h 45m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
18 flights per week
PWM
Via BWI
MDW
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
WN429
WN5265
WN5265
----
----
----
05:30
05:30
----
05:30
WN2258
WN2829
WN2829
----
----
----
----
----
12:55
----
WN2258
WN981
WN981
----
----
----
----
----
12:55
----
WN2258
WN1291
WN1291
13:15
13:15
13:15
----
----
----
----
WN2258
WN1700
WN1700
13:15
----
13:15
----
----
----
----
WN2258
WN391
WN391
13:15
13:15
13:15
----
----
----
----
WN3053
WN1066
WN1066
----
----
----
15:10
15:10
----
15:10
WN3053
WN2221
WN2221
----
----
----
15:10
15:10
----
15:10
WN3053
WN1006
WN1006
----
----
----
15:10
15:10
----
15:10
WN3053
WN2804
WN2804
----
----
----
15:10
15:10
----
15:10
WN3053
WN1776
WN1776
----
----
----
15:10
15:10
----
15:10
WN3053
WN4710
WN4710
15:55
----
15:55
----
----
----
----
WN4887
WN4710
WN4710
----
----
----
18:10
18:10
----
18:10
The timetable & schedule information was updated at 2024-10-16
Via Detroit with Delta Air Lines
-
Total flight time: 4h 03m - 5h 15m.
-
Sky Team Alliance
-
7 flights per week
PWM
Via DTW
MDW
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
DL4122
DL3858
DL3858
05:30
05:30
05:30
05:30
05:30
05:30
05:30
The timetable & schedule information was updated at 2024-10-16
Via Nashville with Southwest Airlines
-
Total flight time: 5h 30m - 7h 05m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
2 flights per week
PWM
Via BNA
MDW
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
WN429
WN5265
WN5265
----
----
----
05:30
05:30
----
05:30
WN2258
WN2829
WN2829
----
----
----
----
----
12:55
----
WN2258
WN981
WN981
----
----
----
----
----
12:55
----
WN2258
WN1291
WN1291
13:15
13:15
13:15
----
----
----
----
WN2258
WN1700
WN1700
13:15
----
13:15
----
----
----
----
WN2258
WN391
WN391
13:15
13:15
13:15
----
----
----
----
WN3053
WN1066
WN1066
----
----
----
15:10
15:10
----
15:10
WN3053
WN2221
WN2221
----
----
----
15:10
15:10
----
15:10
WN3053
WN1006
WN1006
----
----
----
15:10
15:10
----
15:10
WN3053
WN2804
WN2804
----
----
----
15:10
15:10
----
15:10
WN3053
WN1776
WN1776
----
----
----
15:10
15:10
----
15:10
WN3053
WN4710
WN4710
15:55
----
15:55
----
----
----
----
WN4887
WN4710
WN4710
----
----
----
18:10
18:10
----
18:10
The timetable & schedule information was updated at 2024-10-16
Via Minneapolis with Delta Air Lines
-
Total flight time: 7h 25m - 7h 39m.
-
Sky Team Alliance
PWM
Via MSP
MDW
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
DL4122
DL3858
DL3858
05:30
05:30
05:30
05:30
05:30
05:30
05:30
The timetable & schedule information was updated at 2024-10-16
