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Flights
San Antonio Texas - Chicago Midway (CHI)

Here is the updated flight timetable for San Antonio Texas - 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
05:10
Flight time: 2 h 40 min
Arrival
07:50
Southwest Airlines Boeing 737
Departure
05:20
Flight time: 2 h 35 min
Arrival
07:55
Southwest Airlines Boeing 737-700
Departure
05:25
Flight time: 2 h 40 min
Arrival
08:05
Southwest Airlines Boeing 737-800
Departure
05:30
Flight time: 2 h 40 min
Arrival
08:10
Southwest Airlines Boeing 737
Departure
05:50
Flight time: 2 h 35 min
Arrival
08:25
Southwest Airlines Boeing 737-800
Departure
05:50
Flight time: 2 h 35 min
Arrival
08:25
Southwest Airlines Boeing 737
Departure
05:55
Flight time: 2 h 35 min
Arrival
08:30
Southwest Airlines Boeing 737
Departure
06:00
Flight time: 2 h 35 min
Arrival
08:35
Southwest Airlines Boeing 737-800
Departure
06:05
Flight time: 2 h 35 min
Arrival
08:40
Southwest Airlines Boeing 737
Departure
06:10
Flight time: 2 h 35 min
Arrival
08:45
Southwest Airlines Boeing 737
Departure
06:10
Flight time: 2 h 35 min
Arrival
08:45
Southwest Airlines Boeing 737
Departure
06:10
Flight time: 2 h 40 min
Arrival
08:50
Southwest Airlines
Departure
06:15
Flight time: 2 h 35 min
Arrival
08:50
Southwest Airlines Boeing 737
Departure
06:20
Flight time: 2 h 40 min
Arrival
09:00
Southwest Airlines Boeing 737-700
Departure
06:25
Flight time: 2 h 35 min
Arrival
09:00
Southwest Airlines Boeing 737-700
Departure
06:30
Flight time: 2 h 35 min
Arrival
09:05
Southwest Airlines Boeing 737-800
Departure
06:35
Flight time: 2 h 35 min
Arrival
09:10
Southwest Airlines Boeing 737-800
Departure
06:40
Flight time: 2 h 35 min
Arrival
09:15
Southwest Airlines Boeing 737
Departure
06:40
Flight time: 2 h 35 min
Arrival
09:15
Southwest Airlines Boeing 737-700
Departure
06:45
Flight time: 3 h 55 min
Arrival
10:40
Southwest Airlines Boeing 737-800
Departure
07:05
Flight time: 2 h 40 min
Arrival
09:45
Southwest Airlines Boeing 737-700
Departure
08:20
Flight time: 5 h 10 min
Arrival
13:30
Southwest Airlines Boeing 737
Departure
08:40
Flight time: 4 h 5 min
Arrival
12:45
Southwest Airlines Boeing 737-700
Departure
08:40
Flight time: 3 h 55 min
Arrival
12:35
Southwest Airlines Boeing 737
Departure
09:45
Flight time: 2 h 35 min
Arrival
12:20
Southwest Airlines
Departure
10:30
Flight time: 7 h 25 min
Arrival
17:55
Southwest Airlines
Departure
11:40
Flight time: 3 h 50 min
Arrival
15:30
Southwest Airlines Boeing 737-800
Departure
11:50
Flight time: 2 h 35 min
Arrival
14:25
Southwest Airlines Boeing 737-800
Departure
12:10
Flight time: 2 h 35 min
Arrival
14:45
Southwest Airlines
Departure
12:10
Flight time: 5 h 45 min
Arrival
17:55
Southwest Airlines Boeing 737-700
Departure
12:30
Flight time: 3 h 55 min
Arrival
16:25
Southwest Airlines Boeing 737-700
Departure
12:30
Flight time: 5 h 5 min
Arrival
17:35
Southwest Airlines
Departure
12:45
Flight time: 4 h 5 min
Arrival
16:50
Southwest Airlines Boeing 737-700
Departure
13:20
Flight time: 5 h 5 min
Arrival
18:25
Southwest Airlines
Departure
13:40
Flight time: 5 h 10 min
Arrival
18:50
Southwest Airlines Boeing 737
Departure
13:50
Flight time: 2 h 35 min
Arrival
16:25
Southwest Airlines
Departure
14:00
Flight time: 2 h 40 min
Arrival
16:40
Southwest Airlines Boeing 737
Departure
14:00
Flight time: 2 h 35 min
Arrival
16:35
Southwest Airlines Boeing 737
Departure
14:05
Flight time: 2 h 35 min
Arrival
16:40
Southwest Airlines
Departure
14:10
Flight time: 3 h 50 min
Arrival
18:00
Southwest Airlines Boeing 737
Departure
14:10
Flight time: 2 h 35 min
Arrival
16:45
Southwest Airlines Boeing 737-800
Departure
14:20
Flight time: 2 h 40 min
Arrival
17:00
Southwest Airlines Boeing 737
Departure
14:30
Flight time: 2 h 35 min
Arrival
17:05
Southwest Airlines Boeing 737
Departure
14:40
Flight time: 2 h 35 min
Arrival
17:15
Southwest Airlines Boeing 737
Departure
14:40
Flight time: 2 h 35 min
Arrival
17:15
Southwest Airlines Boeing 737-700
Departure
14:50
Flight time: 2 h 35 min
Arrival
17:25
Southwest Airlines Boeing 737
Departure
15:05
Flight time: 2 h 35 min
Arrival
17:40
Southwest Airlines Boeing 737-800
Departure
15:20
Flight time: 2 h 40 min
Arrival
18:00
Southwest Airlines Boeing 737-800
Departure
15:30
Flight time: 2 h 35 min
Arrival
18:05
Southwest Airlines Boeing 737-800
Departure
15:45
Flight time: 2 h 35 min
Arrival
18:20
Southwest Airlines
Departure
16:25
Flight time: 2 h 35 min
Arrival
19:00
Southwest Airlines Boeing 737-800
Departure
16:40
Flight time: 2 h 40 min
Arrival
19:20
Southwest Airlines Boeing 737
Departure
16:55
Flight time: 2 h 35 min
Arrival
19:30
Southwest Airlines
Departure
17:15
Flight time: 2 h 35 min
Arrival
19:50
Southwest Airlines Boeing 737-700
Departure
17:35
Flight time: 2 h 40 min
Arrival
20:15
Southwest Airlines Boeing 737-700
Departure
18:10
Flight time: 2 h 35 min
Arrival
20:45
Southwest Airlines Boeing 737-700
Departure
18:30
Flight time: 2 h 35 min
Arrival
21:05
Southwest Airlines Boeing 737-700
Departure
18:30
Flight time: 2 h 40 min
Arrival
21:10