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Chicago Midway (CHI) - Portland Man

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

The timetable shows local time!

Southwest Airlines Boeing 737-700
Departure
09:05
Flight time: 2 h 10 min
Arrival
12:15
Southwest Airlines Boeing 737-700
Departure
09:15
Flight time: 2 h 15 min
Arrival
12:30
Southwest Airlines Boeing 737-800
Departure
09:20
Flight time: 2 h 15 min
Arrival
12:35
Southwest Airlines Boeing 737-700
Departure
09:45
Flight time: 2 h 15 min
Arrival
13:00
Southwest Airlines
Departure
10:55
Flight time: 2 h 10 min
Arrival
14:05
Southwest Airlines Boeing 737
Departure
11:20
Flight time: 2 h 10 min
Arrival
14:30
Southwest Airlines Boeing 737-800
Departure
11:40
Flight time: 2 h 15 min
Arrival
14:55
Southwest Airlines Boeing 737-800
Departure
12:50
Flight time: 2 h 15 min
Arrival
16:05
Southwest Airlines
Departure
12:50
Flight time: 2 h 10 min
Arrival
16:00
Southwest Airlines Boeing 737-700
Departure
13:10
Flight time: 2 h 10 min
Arrival
16:20
Southwest Airlines Boeing 737-800
Departure
13:30
Flight time: 2 h 10 min
Arrival
16:40
Southwest Airlines
Departure
13:40
Flight time: 2 h 10 min
Arrival
16:50
Southwest Airlines Boeing 737-700
Departure
13:50
Flight time: 2 h 15 min
Arrival
17:05
Southwest Airlines
Departure
17:25
Flight time: 4 h 0 min
Arrival
22:25
Southwest Airlines Boeing 737-700
Departure
17:55
Flight time: 2 h 20 min
Arrival
21:15
Southwest Airlines Boeing 737-700
Departure
19:10
Flight time: 2 h 15 min
Arrival
22:25