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Flights
LaGuardia (NYC) - Chicago Midway (CHI)

Here is the updated flight timetable for LaGuardia (NYC) - 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
06:00
Flight time: 2 h 20 min
Arrival
07:20
Southwest Airlines Boeing 737
Departure
06:00
Flight time: 2 h 40 min
Arrival
07:40
Southwest Airlines Boeing 737-800
Departure
06:00
Flight time: 2 h 25 min
Arrival
07:25
Southwest Airlines Boeing 737-800
Departure
06:00
Flight time: 2 h 30 min
Arrival
07:30
Southwest Airlines Boeing 737-800
Departure
06:00
Flight time: 2 h 30 min
Arrival
07:30
Southwest Airlines Boeing 737
Departure
06:00
Flight time: 2 h 20 min
Arrival
07:20
Southwest Airlines Boeing 737
Departure
06:00
Flight time: 2 h 20 min
Arrival
07:20
Southwest Airlines Boeing 737-800
Departure
06:00
Flight time: 2 h 30 min
Arrival
07:30
Southwest Airlines Boeing 737
Departure
06:00
Flight time: 2 h 20 min
Arrival
07:20
Southwest Airlines Boeing 737-800
Departure
06:00
Flight time: 2 h 40 min
Arrival
07:40
Southwest Airlines Boeing 737-800
Departure
06:00
Flight time: 2 h 20 min
Arrival
07:20
Southwest Airlines Boeing 737-800
Departure
06:05
Flight time: 2 h 25 min
Arrival
07:30
Southwest Airlines Boeing 737
Departure
06:05
Flight time: 2 h 20 min
Arrival
07:25
Southwest Airlines Boeing 737-800
Departure
06:05
Flight time: 2 h 30 min
Arrival
07:35
Southwest Airlines Boeing 737
Departure
06:10
Flight time: 2 h 20 min
Arrival
07:30
Southwest Airlines Boeing 737
Departure
06:10
Flight time: 2 h 25 min
Arrival
07:35
Southwest Airlines Boeing 737
Departure
06:15
Flight time: 2 h 20 min
Arrival
07:35
Southwest Airlines Boeing 737-800
Departure
06:25
Flight time: 2 h 20 min
Arrival
07:45
Southwest Airlines Boeing 737
Departure
07:15
Flight time: 2 h 30 min
Arrival
08:45
Southwest Airlines Boeing 737-800
Departure
07:30
Flight time: 2 h 20 min
Arrival
08:50
Southwest Airlines Boeing 737-800
Departure
08:00
Flight time: 2 h 30 min
Arrival
09:30
Southwest Airlines Boeing 737-800
Departure
08:15
Flight time: 2 h 25 min
Arrival
09:40
Southwest Airlines Boeing 737-800
Departure
08:35
Flight time: 2 h 25 min
Arrival
10:00
Southwest Airlines Boeing 737-800
Departure
09:00
Flight time: 2 h 35 min
Arrival
10:35
Southwest Airlines
Departure
09:00
Flight time: 2 h 35 min
Arrival
10:35
Southwest Airlines Boeing 737-700
Departure
09:00
Flight time: 2 h 25 min
Arrival
10:25
Southwest Airlines Boeing 737-800
Departure
09:00
Flight time: 2 h 25 min
Arrival
10:25
Southwest Airlines Boeing 737-700
Departure
09:00
Flight time: 2 h 25 min
Arrival
10:25
Southwest Airlines Boeing 737-800
Departure
09:00
Flight time: 2 h 25 min
Arrival
10:25
Southwest Airlines Boeing 737-800
Departure
09:00
Flight time: 2 h 25 min
Arrival
10:25
Southwest Airlines Boeing 737
Departure
09:00
Flight time: 2 h 40 min
Arrival
10:40
Southwest Airlines Boeing 737-800
Departure
09:05
Flight time: 2 h 35 min
Arrival
10:40
Southwest Airlines Boeing 737-700
Departure
09:05
Flight time: 2 h 25 min
Arrival
10:30
Southwest Airlines
Departure
09:10
Flight time: 2 h 30 min
Arrival
10:40
Southwest Airlines Boeing 737-800
Departure
09:10
Flight time: 2 h 25 min
Arrival
10:35
Southwest Airlines
Departure
09:15
Flight time: 2 h 40 min
Arrival
10:55
Southwest Airlines Boeing 737-800
Departure
09:15
Flight time: 2 h 25 min
Arrival
10:40
Southwest Airlines Boeing 737-800
Departure
09:15
Flight time: 2 h 25 min
Arrival
10:40
Southwest Airlines Boeing 737-800
Departure
09:20
Flight time: 2 h 30 min
Arrival
10:50
Southwest Airlines Boeing 737-800
Departure
09:25
Flight time: 2 h 25 min
Arrival
10:50
Southwest Airlines Boeing 737-700
Departure
09:55
Flight time: 2 h 20 min
Arrival
11:15
Southwest Airlines Boeing 737
Departure
10:10
Flight time: 2 h 30 min
Arrival
11:40
Southwest Airlines
Departure
10:40
Flight time: 2 h 20 min
Arrival
12:00
Southwest Airlines Boeing 737
Departure
10:50
Flight time: 2 h 20 min
Arrival
12:10
Southwest Airlines Boeing 737
Departure
10:55
Flight time: 2 h 25 min
Arrival
12:20
Southwest Airlines Boeing 737-800
Departure
11:00
Flight time: 2 h 25 min
Arrival
12:25
Southwest Airlines Boeing 737-700
Departure
11:05
Flight time: 2 h 25 min
Arrival
12:30
Southwest Airlines Boeing 737-700
Departure
11:10
Flight time: 2 h 20 min
Arrival
12:30
Southwest Airlines Boeing 737-800
Departure
11:15
Flight time: 2 h 25 min
Arrival
12:40
Southwest Airlines Boeing 737-800
Departure
11:15
Flight time: 2 h 20 min
Arrival
12:35
Southwest Airlines Boeing 737-700
Departure
11:25
Flight time: 2 h 25 min
Arrival
12:50
Southwest Airlines
Departure
11:35
Flight time: 2 h 30 min
Arrival
13:05
Southwest Airlines Boeing 737-700
Departure
11:35
Flight time: 2 h 20 min
Arrival
12:55
Southwest Airlines Boeing 737
Departure
11:40
Flight time: 2 h 30 min
Arrival
13:10
Southwest Airlines Boeing 737-800
Departure
11:40
Flight time: 2 h 30 min
Arrival
13:10
Southwest Airlines
Departure
11:40
Flight time: 2 h 20 min
Arrival
13:00
Southwest Airlines
Departure
11:40
Flight time: 2 h 20 min
Arrival
13:00
Southwest Airlines
Departure
11:40
Flight time: 2 h 30 min
Arrival
13:10
Southwest Airlines Boeing 737
Departure
11:45
Flight time: 2 h 35 min
Arrival
13:20
Southwest Airlines
Departure
11:50
Flight time: 2 h 30 min
Arrival
13:20
Southwest Airlines
Departure
11:55
Flight time: 2 h 35 min
Arrival
13:30
Southwest Airlines Boeing 737
Departure
11:55
Flight time: 2 h 35 min
Arrival
13:30
Southwest Airlines Boeing 737-700
Departure
12:20
Flight time: 2 h 20 min
Arrival
13:40
Southwest Airlines Boeing 737-800
Departure
12:30
Flight time: 2 h 20 min
Arrival
13:50
Southwest Airlines Boeing 737
Departure
12:30
Flight time: 2 h 30 min
Arrival
14:00
Southwest Airlines Boeing 737
Departure
12:40
Flight time: 2 h 20 min
Arrival
14:00
Southwest Airlines Boeing 737-800
Departure
12:45
Flight time: 2 h 20 min
Arrival
14:05
Southwest Airlines
Departure
13:20
Flight time: 2 h 20 min
Arrival
14:40
Southwest Airlines Boeing 737-800
Departure
13:45
Flight time: 2 h 30 min
Arrival
15:15
Southwest Airlines Boeing 737
Departure
13:50
Flight time: 2 h 20 min
Arrival
15:10
Southwest Airlines Boeing 737
Departure
13:55
Flight time: 2 h 25 min
Arrival
15:20
Southwest Airlines Boeing 737
Departure
14:00
Flight time: 2 h 20 min
Arrival
15:20
Southwest Airlines Boeing 737
Departure
14:00
Flight time: 2 h 25 min
Arrival
15:25
Southwest Airlines Boeing 737
Departure
14:00
Flight time: 2 h 25 min
Arrival
15:25
Southwest Airlines Boeing 737
Departure
14:00
Flight time: 2 h 25 min
Arrival
15:25
Southwest Airlines Boeing 737-700
Departure
14:00
Flight time: 2 h 25 min
Arrival
15:25
Southwest Airlines Boeing 737
Departure
14:00
Flight time: 2 h 35 min
Arrival
15:35
Southwest Airlines Boeing 737-800
Departure
14:00
Flight time: 2 h 20 min
Arrival
15:20
Southwest Airlines Boeing 737-800
Departure
14:00
Flight time: 2 h 25 min
Arrival
15:25
Southwest Airlines Boeing 737-800
Departure
14:05
Flight time: 2 h 40 min
Arrival
15:45
Southwest Airlines Boeing 737
Departure
14:05
Flight time: 2 h 25 min
Arrival
15:30
Southwest Airlines Boeing 737
Departure
14:05
Flight time: 2 h 35 min
Arrival
15:40
Southwest Airlines Boeing 737-800
Departure
14:10
Flight time: 2 h 25 min
Arrival
15:35
Southwest Airlines Boeing 737
Departure
14:10
Flight time: 2 h 25 min
Arrival
15:35
Southwest Airlines Boeing 737
Departure
14:15
Flight time: 2 h 25 min
Arrival
15:40
Southwest Airlines Boeing 737-800
Departure
14:15
Flight time: 2 h 30 min
Arrival
15:45
Southwest Airlines Boeing 737-800
Departure
14:30
Flight time: 2 h 30 min
Arrival
16:00
Southwest Airlines Boeing 737
Departure
14:30
Flight time: 2 h 30 min
Arrival
16:00
Southwest Airlines
Departure
14:30
Flight time: 2 h 40 min
Arrival
16:10
Southwest Airlines Boeing 737-800
Departure
14:35
Flight time: 2 h 30 min
Arrival
16:05
Southwest Airlines
Departure
15:30
Flight time: 2 h 30 min
Arrival
17:00
Southwest Airlines Boeing 737-800
Departure
15:35
Flight time: 2 h 30 min
Arrival
17:05
Southwest Airlines Boeing 737-800
Departure
15:35
Flight time: 2 h 25 min
Arrival
17:00
Southwest Airlines Boeing 737-700
Departure
15:35
Flight time: 2 h 25 min
Arrival
17:00
Southwest Airlines Boeing 737
Departure
15:35
Flight time: 2 h 25 min
Arrival
17:00
Southwest Airlines Boeing 737
Departure
15:40
Flight time: 2 h 30 min
Arrival
17:10
Southwest Airlines Boeing 737
Departure
15:40
Flight time: 2 h 30 min
Arrival
17:10
Southwest Airlines Boeing 737-700
Departure
15:45
Flight time: 2 h 30 min
Arrival
17:15
Southwest Airlines Boeing 737-800
Departure
16:30
Flight time: 2 h 30 min
Arrival
18:00
Southwest Airlines Boeing 737-800
Departure
16:30
Flight time: 2 h 25 min
Arrival
17:55
Southwest Airlines Boeing 737-700
Departure
16:35
Flight time: 2 h 30 min
Arrival
18:05
Southwest Airlines Boeing 737
Departure
16:35
Flight time: 2 h 30 min
Arrival
18:05
Southwest Airlines Boeing 737-800
Departure
16:40
Flight time: 2 h 30 min
Arrival
18:10
Southwest Airlines
Departure
16:45
Flight time: 2 h 30 min
Arrival
18:15
Southwest Airlines Boeing 737
Departure
16:50
Flight time: 2 h 30 min
Arrival
18:20
Southwest Airlines
Departure
16:50
Flight time: 2 h 40 min
Arrival
18:30
Southwest Airlines Boeing 737
Departure
16:55
Flight time: 2 h 40 min
Arrival
18:35
Southwest Airlines Boeing 737
Departure
17:00
Flight time: 2 h 40 min
Arrival
18:40
Southwest Airlines Boeing 737-800
Departure
17:15
Flight time: 2 h 30 min
Arrival
18:45
Southwest Airlines Boeing 737
Departure
17:30
Flight time: 2 h 30 min
Arrival
19:00
Southwest Airlines Boeing 737-800
Departure
17:30
Flight time: 2 h 35 min
Arrival
19:05
Southwest Airlines Boeing 737-800
Departure
17:30
Flight time: 2 h 30 min
Arrival
19:00
Southwest Airlines Boeing 737-700
Departure
17:35
Flight time: 2 h 25 min
Arrival
19:00
Southwest Airlines Boeing 737-800
Departure
17:40
Flight time: 2 h 25 min
Arrival
19:05
Southwest Airlines
Departure
17:45
Flight time: 2 h 30 min
Arrival
19:15
Southwest Airlines Boeing 737-800
Departure
17:50
Flight time: 2 h 30 min
Arrival
19:20
Southwest Airlines Boeing 737-700
Departure
17:55
Flight time: 2 h 25 min
Arrival
19:20
Southwest Airlines Boeing 737-800
Departure
18:00
Flight time: 2 h 25 min
Arrival
19:25
Southwest Airlines
Departure
18:00
Flight time: 2 h 35 min
Arrival
19:35
Southwest Airlines Boeing 737-800
Departure
18:00
Flight time: 2 h 35 min
Arrival
19:35
Southwest Airlines Boeing 737-800
Departure
18:10
Flight time: 2 h 35 min
Arrival
19:45
Southwest Airlines Boeing 737-700
Departure
18:10
Flight time: 2 h 25 min
Arrival
19:35
Southwest Airlines Boeing 737-800
Departure
18:15
Flight time: 2 h 30 min
Arrival
19:45
Southwest Airlines Boeing 737
Departure
18:15
Flight time: 2 h 20 min
Arrival
19:35
Southwest Airlines
Departure
18:25
Flight time: 2 h 30 min
Arrival
19:55
Southwest Airlines
Departure
19:35
Flight time: 2 h 30 min
Arrival
21:05
Southwest Airlines Boeing 737-800
Departure
19:40
Flight time: 2 h 30 min
Arrival
21:10
Southwest Airlines
Departure
19:45
Flight time: 2 h 30 min
Arrival
21:15
Southwest Airlines
Departure
19:55
Flight time: 2 h 25 min
Arrival
21:20
Southwest Airlines Boeing 737-700
Departure
20:40
Flight time: 2 h 25 min
Arrival
22:05
Southwest Airlines Boeing 737-700
Departure
20:55
Flight time: 2 h 25 min
Arrival
22:20
Southwest Airlines Boeing 737-700
Departure
21:35
Flight time: 2 h 20 min
Arrival
22:55
Southwest Airlines
Departure
21:35
Flight time: 2 h 30 min
Arrival
23:05
Southwest Airlines Boeing 737-700
Departure
21:35
Flight time: 2 h 20 min
Arrival
22:55
Southwest Airlines Boeing 737-700
Departure
21:35
Flight time: 2 h 20 min
Arrival
22:55
Southwest Airlines Boeing 737
Departure
21:40
Flight time: 2 h 30 min
Arrival
23:10
Southwest Airlines Boeing 737-700
Departure
21:40
Flight time: 2 h 20 min
Arrival
23:00
Southwest Airlines Boeing 737
Departure
21:40
Flight time: 2 h 30 min
Arrival
23:10
Southwest Airlines Boeing 737-700
Departure
21:45
Flight time: 2 h 25 min
Arrival
23:10
Southwest Airlines
Departure
21:45
Flight time: 2 h 30 min
Arrival
23:15
Southwest Airlines
Departure
21:45
Flight time: 2 h 25 min
Arrival
23:10
Southwest Airlines Boeing 737-800
Departure
21:45
Flight time: 2 h 15 min
Arrival
23:00
Southwest Airlines
Departure
21:50
Flight time: 2 h 25 min
Arrival
23:15
Southwest Airlines
Departure
21:50
Flight time: 2 h 25 min
Arrival
23:15
Southwest Airlines
Departure
21:55
Flight time: 2 h 25 min
Arrival
23:20