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Logan (BOS) - Chicago Midway (CHI)

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

The timetable shows local time!

Southwest Airlines Boeing 737-800
Departure
05:00
Flight time: 2 h 50 min
Arrival
06:50
Southwest Airlines Boeing 737-800
Departure
05:15
Flight time: 2 h 40 min
Arrival
06:55
Southwest Airlines Boeing 737
Departure
05:15
Flight time: 2 h 45 min
Arrival
07:00
Southwest Airlines Boeing 737-700
Departure
05:15
Flight time: 2 h 30 min
Arrival
06:45
Southwest Airlines Boeing 737
Departure
05:15
Flight time: 2 h 45 min
Arrival
07:00
Southwest Airlines Boeing 737
Departure
05:15
Flight time: 2 h 40 min
Arrival
06:55
Southwest Airlines Boeing 737
Departure
05:15
Flight time: 2 h 35 min
Arrival
06:50
Southwest Airlines Boeing 737
Departure
05:20
Flight time: 2 h 50 min
Arrival
07:10
Southwest Airlines Boeing 737
Departure
05:20
Flight time: 2 h 45 min
Arrival
07:05
Southwest Airlines Boeing 737
Departure
05:20
Flight time: 2 h 40 min
Arrival
07:00
Southwest Airlines Boeing 737
Departure
05:25
Flight time: 2 h 45 min
Arrival
07:10
Southwest Airlines Boeing 737-800
Departure
05:25
Flight time: 2 h 35 min
Arrival
07:00
Southwest Airlines Boeing 737-700
Departure
05:30
Flight time: 2 h 35 min
Arrival
07:05
Southwest Airlines Boeing 737
Departure
05:30
Flight time: 2 h 35 min
Arrival
07:05
Southwest Airlines
Departure
05:30
Flight time: 2 h 50 min
Arrival
07:20
Southwest Airlines Boeing 737
Departure
05:30
Flight time: 2 h 50 min
Arrival
07:20
Southwest Airlines Boeing 737
Departure
05:30
Flight time: 2 h 45 min
Arrival
07:15
Southwest Airlines Boeing 737
Departure
05:40
Flight time: 2 h 45 min
Arrival
07:25
Southwest Airlines Boeing 737-800
Departure
05:50
Flight time: 2 h 35 min
Arrival
07:25
Southwest Airlines Boeing 737
Departure
05:50
Flight time: 2 h 40 min
Arrival
07:30
Southwest Airlines Boeing 737
Departure
05:50
Flight time: 2 h 35 min
Arrival
07:25
Southwest Airlines Boeing 737
Departure
07:00
Flight time: 2 h 40 min
Arrival
08:40
Southwest Airlines Boeing 737-700
Departure
07:20
Flight time: 2 h 40 min
Arrival
09:00
Southwest Airlines Boeing 737
Departure
08:30
Flight time: 2 h 35 min
Arrival
10:05
Southwest Airlines Boeing 737
Departure
08:40
Flight time: 2 h 35 min
Arrival
10:15
Southwest Airlines Boeing 737-800
Departure
08:40
Flight time: 2 h 35 min
Arrival
10:15
Southwest Airlines Boeing 737-700
Departure
08:45
Flight time: 2 h 35 min
Arrival
10:20
Southwest Airlines Boeing 737-800
Departure
08:50
Flight time: 2 h 35 min
Arrival
10:25
Southwest Airlines Boeing 737
Departure
08:50
Flight time: 2 h 35 min
Arrival
10:25
Southwest Airlines Boeing 737
Departure
08:50
Flight time: 2 h 50 min
Arrival
10:40
Southwest Airlines Boeing 737
Departure
09:00
Flight time: 2 h 35 min
Arrival
10:35
Southwest Airlines Boeing 737-700
Departure
09:10
Flight time: 2 h 40 min
Arrival
10:50
Southwest Airlines Boeing 737
Departure
09:25
Flight time: 2 h 50 min
Arrival
11:15
Southwest Airlines Boeing 737-800
Departure
09:25
Flight time: 2 h 40 min
Arrival
11:05
Southwest Airlines Boeing 737-700
Departure
09:50
Flight time: 2 h 35 min
Arrival
11:25
Southwest Airlines Boeing 737
Departure
10:05
Flight time: 2 h 45 min
Arrival
11:50
Departure
10:15
Flight time: 2 h 45 min
Arrival
12:00
Southwest Airlines Boeing 737-800
Departure
10:25
Flight time: 2 h 45 min
Arrival
12:10
Southwest Airlines Boeing 737
Departure
10:25
Flight time: 2 h 45 min
Arrival
12:10
Southwest Airlines
Departure
10:30
Flight time: 2 h 40 min
Arrival
12:10
Southwest Airlines Boeing 737-700
Departure
11:35
Flight time: 2 h 35 min
Arrival
13:10
Southwest Airlines Boeing 737-800
Departure
12:15
Flight time: 2 h 35 min
Arrival
13:50
Southwest Airlines Boeing 737-700
Departure
12:20
Flight time: 2 h 35 min
Arrival
13:55
Southwest Airlines Boeing 737
Departure
12:35
Flight time: 2 h 45 min
Arrival
14:20
Southwest Airlines Boeing 737
Departure
12:50
Flight time: 2 h 45 min
Arrival
14:35
Southwest Airlines Boeing 737-800
Departure
13:05
Flight time: 2 h 40 min
Arrival
14:45
Southwest Airlines Boeing 737
Departure
13:25
Flight time: 2 h 35 min
Arrival
15:00
Southwest Airlines
Departure
13:25
Flight time: 6 h 40 min
Arrival
19:05
Southwest Airlines Boeing 737
Departure
13:35
Flight time: 2 h 45 min
Arrival
15:20
Southwest Airlines Boeing 737-800
Departure
13:45
Flight time: 2 h 45 min
Arrival
15:30
Southwest Airlines Boeing 737-800
Departure
13:45
Flight time: 2 h 40 min
Arrival
15:25
Southwest Airlines Boeing 737-800
Departure
13:50
Flight time: 2 h 40 min
Arrival
15:30
Southwest Airlines
Departure
13:50
Flight time: 2 h 40 min
Arrival
15:30
Southwest Airlines Boeing 737-700
Departure
14:05
Flight time: 2 h 35 min
Arrival
15:40
Southwest Airlines Boeing 737
Departure
14:15
Flight time: 2 h 45 min
Arrival
16:00
Southwest Airlines Boeing 737-800
Departure
14:25
Flight time: 2 h 45 min
Arrival
16:10
Southwest Airlines Boeing 737-800
Departure
14:30
Flight time: 2 h 35 min
Arrival
16:05
Southwest Airlines Boeing 737-700
Departure
14:30
Flight time: 2 h 35 min
Arrival
16:05
Southwest Airlines Boeing 737-700
Departure
14:35
Flight time: 2 h 35 min
Arrival
16:10
Southwest Airlines Boeing 737-800
Departure
14:35
Flight time: 2 h 40 min
Arrival
16:15
Southwest Airlines Boeing 737-800
Departure
14:40
Flight time: 2 h 50 min
Arrival
16:30
Southwest Airlines Boeing 737
Departure
15:00
Flight time: 2 h 35 min
Arrival
16:35
Southwest Airlines Boeing 737-700
Departure
15:15
Flight time: 2 h 35 min
Arrival
16:50
Southwest Airlines Boeing 737-800
Departure
15:15
Flight time: 2 h 35 min
Arrival
16:50
Southwest Airlines
Departure
15:40
Flight time: 2 h 40 min
Arrival
17:20
Southwest Airlines Boeing 737
Departure
16:40
Flight time: 2 h 40 min
Arrival
18:20
Southwest Airlines Boeing 737
Departure
16:45
Flight time: 2 h 45 min
Arrival
18:30
Southwest Airlines Boeing 737-800
Departure
16:45
Flight time: 2 h 45 min
Arrival
18:30
Southwest Airlines Boeing 737
Departure
16:50
Flight time: 2 h 45 min
Arrival
18:35
Southwest Airlines Boeing 737
Departure
16:55
Flight time: 2 h 50 min
Arrival
18:45
Southwest Airlines Boeing 737-800
Departure
16:55
Flight time: 2 h 40 min
Arrival
18:35
Southwest Airlines Boeing 737-800
Departure
17:00
Flight time: 2 h 40 min
Arrival
18:40
Southwest Airlines
Departure
17:05
Flight time: 2 h 45 min
Arrival
18:50
Southwest Airlines Boeing 737-700
Departure
17:20
Flight time: 2 h 50 min
Arrival
19:10
Southwest Airlines Boeing 737
Departure
17:35
Flight time: 2 h 40 min
Arrival
19:15
Southwest Airlines Boeing 737-800
Departure
17:35
Flight time: 4 h 30 min
Arrival
21:05
Southwest Airlines Boeing 737
Departure
17:40
Flight time: 2 h 40 min
Arrival
19:20
Southwest Airlines Boeing 737
Departure
17:40
Flight time: 2 h 55 min
Arrival
19:35
Southwest Airlines Boeing 737
Departure
17:45
Flight time: 2 h 50 min
Arrival
19:35
Southwest Airlines Boeing 737-800
Departure
17:50
Flight time: 2 h 50 min
Arrival
19:40
Southwest Airlines Boeing 737-800
Departure
17:55
Flight time: 2 h 40 min
Arrival
19:35
Southwest Airlines Boeing 737
Departure
18:05
Flight time: 2 h 50 min
Arrival
19:55
Southwest Airlines Boeing 737
Departure
18:30
Flight time: 2 h 45 min
Arrival
20:15
Southwest Airlines
Departure
18:45
Flight time: 2 h 50 min
Arrival
20:35
Southwest Airlines
Departure
18:50
Flight time: 2 h 55 min
Arrival
20:45
Southwest Airlines Boeing 737
Departure
18:50
Flight time: 2 h 50 min
Arrival
20:40
Southwest Airlines Boeing 737
Departure
18:50
Flight time: 2 h 45 min
Arrival
20:35
Southwest Airlines Boeing 737
Departure
18:55
Flight time: 2 h 50 min
Arrival
20:45
Southwest Airlines Boeing 737
Departure
19:05
Flight time: 2 h 45 min
Arrival
20:50
Southwest Airlines Boeing 737
Departure
19:35
Flight time: 2 h 45 min
Arrival
21:20
Southwest Airlines Boeing 737
Departure
19:45
Flight time: 2 h 40 min
Arrival
21:25
Southwest Airlines
Departure
19:55
Flight time: 2 h 45 min
Arrival
21:40
Southwest Airlines Boeing 737
Departure
20:20
Flight time: 2 h 35 min
Arrival
21:55
Southwest Airlines Boeing 737-800
Departure
20:25
Flight time: 2 h 45 min
Arrival
22:10
Southwest Airlines
Departure
20:50
Flight time: 2 h 45 min
Arrival
22:35
Southwest Airlines
Departure
21:35
Flight time: 2 h 40 min
Arrival
23:15
Southwest Airlines Boeing 737
Departure
21:40
Flight time: 2 h 40 min
Arrival
23:20