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Flights
San Antonio (all airports) - Chicago (CHI)

Here is the updated flight timetable for San Antonio (all airports) - Chicago (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
United Airlines Boeing 737-800
Departure
05:35
Flight time: 5 h 56 min
Arrival
11:31
United Airlines Boeing 737-800
Departure
05:35
Flight time: 5 h 56 min
Arrival
11:31
United Airlines Boeing 737-800
Departure
05:35
Flight time: 6 h 5 min
Arrival
11:40
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
American Airlines Airbus A319
Departure
06:00
Flight time: 2 h 50 min
Arrival
08:50
American Airlines Boeing 737-800
Departure
06:00
Flight time: 2 h 55 min
Arrival
08:55
American Airlines Airbus A319
Departure
06:00
Flight time: 2 h 53 min
Arrival
08:53
Southwest Airlines Boeing 737
Departure
06:00
Flight time: 2 h 35 min
Arrival
08:35
American Airlines Airbus A319
Departure
06:05
Flight time: 2 h 55 min
Arrival
09:00
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 40 min
Arrival
08:50
Southwest Airlines Boeing 737
Departure
06:10
Flight time: 2 h 35 min
Arrival
08:45
American Airlines Boeing 737-800
Departure
06:14
Flight time: 2 h 51 min
Arrival
09:05
American Airlines Boeing 737-800
Departure
06:15
Flight time: 2 h 55 min
Arrival
09:10
Southwest Airlines
Departure
06:15
Flight time: 2 h 35 min
Arrival
08:50
American Airlines Boeing 737-800
Departure
06:16
Flight time: 2 h 49 min
Arrival
09:05
American Airlines Boeing 737-800
Departure
06:17
Flight time: 2 h 48 min
Arrival
09:05
American Airlines Boeing 737-800
Departure
06:19
Flight time: 2 h 46 min
Arrival
09:05
American Airlines Boeing 737-800
Departure
06:20
Flight time: 2 h 45 min
Arrival
09:05
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
United Airlines Boeing 737-700
Departure
06:30
Flight time: 2 h 59 min
Arrival
09:29
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
United Airlines Boeing 737-900
Departure
06:40
Flight time: 2 h 57 min
Arrival
09:37
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
United Airlines Airbus А320
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Airbus А320
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Boeing 737-800
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Airbus А320
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Airbus А320
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Boeing 737-800
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Airbus А320
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Airbus А320
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Airbus А320
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Airbus А320
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Airbus А320
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Airbus А320
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Boeing 737
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Airbus A319
Departure
06:45
Flight time: 3 h 0 min
Arrival
09:45
United Airlines Airbus A319
Departure
06:45
Flight time: 3 h 0 min
Arrival
09:45
United Airlines Boeing 737
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Boeing 737-800
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
United Airlines Airbus A319
Departure
06:45
Flight time: 3 h 0 min
Arrival
09:45
United Airlines Boeing 737-800
Departure
06:45
Flight time: 2 h 59 min
Arrival
09:44
Southwest Airlines Boeing 737-700
Departure
06:45
Flight time: 3 h 55 min
Arrival
10:40
United Airlines Airbus A319
Departure
06:48
Flight time: 3 h 0 min
Arrival
09:48
United Airlines Boeing 737-900
Departure
06:48
Flight time: 2 h 59 min
Arrival
09:47
United Airlines Airbus А320
Departure
06:48
Flight time: 3 h 0 min
Arrival
09:48
United Airlines Boeing 737
Departure
07:00
Flight time: 2 h 50 min
Arrival
09:50
United Airlines Boeing 737
Departure
07:00
Flight time: 2 h 50 min
Arrival
09:50
American Airlines Airbus A319
Departure
07:00
Flight time: 2 h 52 min
Arrival
09:52
Southwest Airlines Boeing 737-800
Departure
07:05
Flight time: 2 h 40 min
Arrival
09:45
United Airlines Boeing 737-800
Departure
07:30
Flight time: 12 h 40 min
Arrival
20:10
United Airlines Boeing 737-800
Departure
07:30
Flight time: 12 h 50 min
Arrival
20:20
Southwest Airlines Boeing 737-700
Departure
08:20
Flight time: 5 h 10 min
Arrival
13:30
Southwest Airlines Boeing 737-700
Departure
08:40
Flight time: 3 h 55 min
Arrival
12:35
Southwest Airlines Boeing 737
Departure
08:40
Flight time: 4 h 5 min
Arrival
12:45
United Airlines Boeing 737
Departure
08:45
Flight time: 2 h 50 min
Arrival
11:35
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
United Airlines Boeing 737-700
Departure
12:07
Flight time: 7 h 50 min
Arrival
19:57
United Airlines Boeing 737-700
Departure
12:07
Flight time: 7 h 50 min
Arrival
19:57
United Airlines Boeing 737-700
Departure
12:07
Flight time: 7 h 50 min
Arrival
19:57
United Airlines Boeing 737-700
Departure
12:10
Flight time: 7 h 47 min
Arrival
19:57
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
United Airlines Boeing 737
Departure
12:50
Flight time: 7 h 32 min
Arrival
20:22
United Airlines Boeing 737
Departure
12:50
Flight time: 7 h 42 min
Arrival
20:32
United Airlines Boeing 737-700
Departure
12:55
Flight time: 2 h 58 min
Arrival
15:53
United Airlines Boeing 737-700
Departure
12:55
Flight time: 2 h 58 min
Arrival
15:53
United Airlines Boeing 737-700
Departure
12:55
Flight time: 2 h 58 min
Arrival
15:53
United Airlines Boeing 737-700
Departure
12:55
Flight time: 2 h 58 min
Arrival
15:53
United Airlines Airbus A319
Departure
12:57
Flight time: 2 h 56 min
Arrival
15:53
United Airlines Airbus A319
Departure
12:57
Flight time: 2 h 56 min
Arrival
15:53
United Airlines Airbus A319
Departure
12:57
Flight time: 2 h 56 min
Arrival
15:53
United Airlines Boeing 737-900
Departure
13:04
Flight time: 2 h 55 min
Arrival
15:59
United Airlines Boeing 737
Departure
13:04
Flight time: 2 h 55 min
Arrival
15:59
American Airlines Embraer EMB 175
Departure
13:08
Flight time: 2 h 57 min
Arrival
16:05
American Airlines Airbus A319
Departure
13:08
Flight time: 2 h 52 min
Arrival
16:00
American Airlines Embraer EMB 175
Departure
13:09
Flight time: 2 h 57 min
Arrival
16:06
American Airlines Boeing 737-800
Departure
13:16
Flight time: 2 h 54 min
Arrival
16:10
Southwest Airlines Boeing 737-700
Departure
13:20
Flight time: 5 h 5 min
Arrival
18:25
American Airlines Boeing 737-800
Departure
13:24
Flight time: 2 h 54 min
Arrival
16:18
American Airlines Boeing 737-800
Departure
13:25
Flight time: 2 h 59 min
Arrival
16:24
American Airlines Airbus A319
Departure
13:25
Flight time: 2 h 59 min
Arrival
16:24
Southwest Airlines
Departure
13:40
Flight time: 5 h 10 min
Arrival
18:50
American Airlines Boeing 737-800
Departure
13:50
Flight time: 2 h 54 min
Arrival
16:44
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
United Airlines Boeing 737-800
Departure
14:01
Flight time: 2 h 50 min
Arrival
16:51
United Airlines Boeing 737-800
Departure
14:01
Flight time: 2 h 50 min
Arrival
16:51
Southwest Airlines Boeing 737
Departure
14:05
Flight time: 2 h 35 min
Arrival
16:40
American Airlines Embraer EMB 175
Departure
14:08
Flight time: 2 h 52 min
Arrival
17:00
United Airlines Boeing 737-900
Departure
14:10
Flight time: 2 h 58 min
Arrival
17:08
United Airlines Boeing 737-900
Departure
14:10
Flight time: 2 h 58 min
Arrival
17:08
United Airlines Boeing 737-900
Departure
14:10
Flight time: 2 h 58 min
Arrival
17:08
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
American Airlines Airbus A319
Departure
14:42
Flight time: 2 h 56 min
Arrival
17:38
American Airlines Airbus A319
Departure
14:42
Flight time: 2 h 50 min
Arrival
17:32
Southwest Airlines Boeing 737-700
Departure
14:50
Flight time: 2 h 35 min
Arrival
17:25
American Airlines Embraer EMB 175
Departure
15:00
Flight time: 3 h 0 min
Arrival
18:00
American Airlines Airbus A319
Departure
15:00
Flight time: 2 h 54 min
Arrival
17:54
American Airlines Boeing 737-800
Departure
15:02
Flight time: 2 h 53 min
Arrival
17:55
American Airlines Boeing 737-800
Departure
15:04
Flight time: 2 h 51 min
Arrival
17:55
American Airlines Boeing 737-800
Departure
15:04
Flight time: 2 h 51 min
Arrival
17:55
Southwest Airlines Boeing 737
Departure
15:05
Flight time: 2 h 35 min
Arrival
17:40
American Airlines Boeing 737-800
Departure
15:08
Flight time: 2 h 47 min
Arrival
17:55
American Airlines Airbus A319
Departure
15:09
Flight time: 2 h 46 min
Arrival
17:55
American Airlines Airbus A319
Departure
15:15
Flight time: 2 h 54 min
Arrival
18:09
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
American Airlines Boeing 737-800
Departure
16:40
Flight time: 2 h 51 min
Arrival
19:31
American Airlines Boeing 737-800
Departure
16:40
Flight time: 2 h 51 min
Arrival
19:31
Southwest Airlines Boeing 737-800
Departure
16:40
Flight time: 2 h 40 min
Arrival
19:20
American Airlines Airbus A319
Departure
16:45
Flight time: 2 h 50 min
Arrival
19:35
Southwest Airlines Boeing 737
Departure
16:55
Flight time: 2 h 35 min
Arrival
19:30
United Airlines Boeing 737
Departure
17:00
Flight time: 2 h 50 min
Arrival
19:50
United Airlines Embraer 175
Departure
17:00
Flight time: 3 h 2 min
Arrival
20:02
United Airlines Boeing 737-700
Departure
17:04
Flight time: 2 h 51 min
Arrival
19:55
United Airlines Embraer 175
Departure
17:08
Flight time: 3 h 2 min
Arrival
20:10
Southwest Airlines
Departure
17:15
Flight time: 2 h 35 min
Arrival
19:50
United Airlines Airbus A319
Departure
17:15
Flight time: 2 h 52 min
Arrival
20:07
United Airlines Embraer 175
Departure
17:20
Flight time: 3 h 5 min
Arrival
20:25
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
American Airlines Airbus A319
Departure
18:24
Flight time: 2 h 51 min
Arrival
21:15
American Airlines Boeing 737-800
Departure
18:28
Flight time: 2 h 57 min
Arrival
21:25
American Airlines Airbus A319
Departure
18:28
Flight time: 2 h 57 min
Arrival
21:25
American Airlines Airbus A319
Departure
18:29
Flight time: 2 h 49 min
Arrival
21:18
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
American Airlines Boeing 737-800
Departure
18:31
Flight time: 2 h 54 min
Arrival
21:25
American Airlines Boeing 737-800
Departure
18:34
Flight time: 2 h 55 min
Arrival
21:29