Airlines with flights from San Antonio to Chicago

There are two airlines with scheduled flights between SAT and MDW. Southwest is the only airline with non-stop flights from San Antonio International to Midway International Airport and the flight time is 2 hours and 35 minutes.

Change direction

Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 35 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 19 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
SAT
Direct
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN2243
06:50
05:40
----
05:40
06:50
06:45
06:50
WN1838
----
----
06:30
----
----
----
----
WN2913
----
----
14:25
----
----
----
----
WN2039
16:25
15:35
----
15:35
16:25
----
16:25
SHOW RETURN SCHEDULE
CHECK PRICES FOR SAT - MDW

The timetable & schedule information was updated at 2025-01-15

Via Dallas with Southwest Airlines

  • Total flight time: 4h 10m - 9h 10m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 27 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
SAT
 
Via DAL
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN294
WN985
----
----
----
----
----
05:40
----
WN397
WN1925
06:15
----
07:20
----
06:15
----
06:15
WN3304
WN162
----
----
----
----
----
06:35
----
WN653
WN553
07:00
----
----
----
07:00
----
07:00
WN653
WN2379
----
----
----
----
----
07:15
----
WN653
WN1791
----
07:30
----
07:30
----
----
----
WN653
WN1471
----
07:30
----
07:30
----
----
----
WN775
WN2564
----
07:45
----
07:45
----
----
----
WN775
WN1471
----
07:45
----
07:45
----
----
----
WN463
WN164
----
----
----
----
----
07:45
----
WN653
WN4877
----
----
07:55
----
----
----
----
WN4580
WN2689
08:05
----
----
----
08:05
----
08:05
WN4580
WN1548
08:05
----
----
----
08:05
----
08:05
WN2415
WN1365
----
----
09:05
----
----
----
----
WN4360
WN2630
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----
09:30
----
----
----
----
WN1470
WN1420
11:10
----
----
----
11:10
----
11:10
WN1881
WN481
----
----
----
----
----
11:15
----
WN1881
WN30
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----
----
----
----
11:15
----
WN3734
WN2906
----
11:30
----
11:30
----
----
----
WN1450
WN2564
----
----
11:40
----
----
----
----
WN1470
WN30
----
----
----
----
----
12:00
----
WN3734
WN3109
----
----
12:10
----
----
----
----
WN4345
WN948
----
12:20
----
12:20
----
----
----
WN454
WN3293
----
----
12:50
----
----
----
----
WN2640
WN3079
12:55
----
----
----
12:55
----
12:55
WN1989
WN664
----
----
----
----
----
13:00
----
WN2901
WN4928
----
13:10
----
13:10
----
----
----
WN1737
WN130
13:25
----
----
----
13:25
----
13:25
WN4974
WN30
----
----
----
----
----
13:30
----
WN924
WN2329
----
14:00
----
14:00
----
----
----
WN924
WN40
----
14:00
----
14:00
----
----
----
WN3762
WN2329
----
----
14:25
----
----
----
----
WN2178
WN4703
----
17:25
14:30
17:25
----
----
----
WN1531
WN1260
----
14:35
----
14:35
----
----
----
WN3377
WN2329
----
----
15:30
----
----
----
----
WN2015
WN1647
----
16:20
----
16:20
----
----
----
WN1531
WN1732
17:25
----
16:30
----
17:25
----
17:25
WN924
WN46
16:45
----
----
----
16:45
----
16:45
WN924
WN3335
16:45
----
----
----
16:45
----
16:45
WN3377
WN298
----
16:50
----
16:50
----
----
----
WN3734
WN2455
17:05
----
----
----
17:05
----
17:05
WN2526
WN504
----
----
----
----
----
17:15
----
WN170
WN1647
17:35
----
----
----
17:35
----
17:35
WN1223
WN2329
18:20
----
----
----
18:20
----
18:20
WN1162
WN1732
----
----
18:45
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR SAT - MDW

The timetable & schedule information was updated at 2025-01-15

Via Atlanta with Delta Air Lines

  • Total flight time: 4h 56m - 7h 18m.
  • Sky Team Alliance
  • 22 flights per week
SAT
 
Via ATL
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
DL1073
DL2417
05:30
05:30
05:30
05:30
05:30
----
05:30
DL2717
DL3792
06:20
06:20
06:20
06:20
06:20
----
06:20
DL1066
DL2417
07:00
07:00
07:00
07:00
07:00
----
07:00
DL1676
DL1739
11:03
11:03
11:03
11:03
11:03
----
11:03
DL2009
DL1076
16:40
----
----
16:40
16:40
----
16:40
SHOW RETURN SCHEDULE
CHECK PRICES FOR SAT - MDW

The timetable & schedule information was updated at 2025-01-15

Via Houston with Southwest Airlines

  • Total flight time: 3h 55m - 8h 55m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 20 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
SAT
 
Via HOU
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN294
WN985
----
----
----
----
----
05:40
----
WN397
WN1925
06:15
----
07:20
----
06:15
----
06:15
WN3304
WN162
----
----
----
----
----
06:35
----
WN653
WN553
07:00
----
----
----
07:00
----
07:00
WN653
WN2379
----
----
----
----
----
07:15
----
WN653
WN1791
----
07:30
----
07:30
----
----
----
WN653
WN1471
----
07:30
----
07:30
----
----
----
WN775
WN2564
----
07:45
----
07:45
----
----
----
WN775
WN1471
----
07:45
----
07:45
----
----
----
WN463
WN164
----
----
----
----
----
07:45
----
WN653
WN4877
----
----
07:55
----
----
----
----
WN4580
WN2689
08:05
----
----
----
08:05
----
08:05
WN4580
WN1548
08:05
----
----
----
08:05
----
08:05
WN2415
WN1365
----
----
09:05
----
----
----
----
WN4360
WN2630
----
----
09:30
----
----
----
----
WN1470
WN1420
11:10
----
----
----
11:10
----
11:10
WN1881
WN481
----
----
----
----
----
11:15
----
WN1881
WN30
----
----
----
----
----
11:15
----
WN3734
WN2906
----
11:30
----
11:30
----
----
----
WN1450
WN2564
----
----
11:40
----
----
----
----
WN1470
WN30
----
----
----
----
----
12:00
----
WN3734
WN3109
----
----
12:10
----
----
----
----
WN4345
WN948
----
12:20
----
12:20
----
----
----
WN454
WN3293
----
----
12:50
----
----
----
----
WN2640
WN3079
12:55
----
----
----
12:55
----
12:55
WN1989
WN664
----
----
----
----
----
13:00
----
WN2901
WN4928
----
13:10
----
13:10
----
----
----
WN1737
WN130
13:25
----
----
----
13:25
----
13:25
WN4974
WN30
----
----
----
----
----
13:30
----
WN924
WN2329
----
14:00
----
14:00
----
----
----
WN924
WN40
----
14:00
----
14:00
----
----
----
WN3762
WN2329
----
----
14:25
----
----
----
----
WN2178
WN4703
----
17:25
14:30
17:25
----
----
----
WN1531
WN1260
----
14:35
----
14:35
----
----
----
WN3377
WN2329
----
----
15:30
----
----
----
----
WN2015
WN1647
----
16:20
----
16:20
----
----
----
WN1531
WN1732
17:25
----
16:30
----
17:25
----
17:25
WN924
WN46
16:45
----
----
----
16:45
----
16:45
WN924
WN3335
16:45
----
----
----
16:45
----
16:45
WN3377
WN298
----
16:50
----
16:50
----
----
----
WN3734
WN2455
17:05
----
----
----
17:05
----
17:05
WN2526
WN504
----
----
----
----
----
17:15
----
WN170
WN1647
17:35
----
----
----
17:35
----
17:35
WN1223
WN2329
18:20
----
----
----
18:20
----
18:20
WN1162
WN1732
----
----
18:45
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR SAT - MDW

The timetable & schedule information was updated at 2025-01-15

Via Atlanta with Southwest Airlines

  • Total flight time: 4h 45m - 7h 25m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 12 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
SAT
 
Via ATL
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN294
WN985
----
----
----
----
----
05:40
----
WN397
WN1925
06:15
----
07:20
----
06:15
----
06:15
WN3304
WN162
----
----
----
----
----
06:35
----
WN653
WN553
07:00
----
----
----
07:00
----
07:00
WN653
WN2379
----
----
----
----
----
07:15
----
WN653
WN1791
----
07:30
----
07:30
----
----
----
WN653
WN1471
----
07:30
----
07:30
----
----
----
WN775
WN2564
----
07:45
----
07:45
----
----
----
WN775
WN1471
----
07:45
----
07:45
----
----
----
WN463
WN164
----
----
----
----
----
07:45
----
WN653
WN4877
----
----
07:55
----
----
----
----
WN4580
WN2689
08:05
----
----
----
08:05
----
08:05
WN4580
WN1548
08:05
----
----
----
08:05
----
08:05
WN2415
WN1365
----
----
09:05
----
----
----
----
WN4360
WN2630
----
----
09:30
----
----
----
----
WN1470
WN1420
11:10
----
----
----
11:10
----
11:10
WN1881
WN481
----
----
----
----
----
11:15
----
WN1881
WN30
----
----
----
----
----
11:15
----
WN3734
WN2906
----
11:30
----
11:30
----
----
----
WN1450
WN2564
----
----
11:40
----
----
----
----
WN1470
WN30
----
----
----
----
----
12:00
----
WN3734
WN3109
----
----
12:10
----
----
----
----
WN4345
WN948
----
12:20
----
12:20
----
----
----
WN454
WN3293
----
----
12:50
----
----
----
----
WN2640
WN3079
12:55
----
----
----
12:55
----
12:55
WN1989
WN664
----
----
----
----
----
13:00
----
WN2901
WN4928
----
13:10
----
13:10
----
----
----
WN1737
WN130
13:25
----
----
----
13:25
----
13:25
WN4974
WN30
----
----
----
----
----
13:30
----
WN924
WN2329
----
14:00
----
14:00
----
----
----
WN924
WN40
----
14:00
----
14:00
----
----
----
WN3762
WN2329
----
----
14:25
----
----
----
----
WN2178
WN4703
----
17:25
14:30
17:25
----
----
----
WN1531
WN1260
----
14:35
----
14:35
----
----
----
WN3377
WN2329
----
----
15:30
----
----
----
----
WN2015
WN1647
----
16:20
----
16:20
----
----
----
WN1531
WN1732
17:25
----
16:30
----
17:25
----
17:25
WN924
WN46
16:45
----
----
----
16:45
----
16:45
WN924
WN3335
16:45
----
----
----
16:45
----
16:45
WN3377
WN298
----
16:50
----
16:50
----
----
----
WN3734
WN2455
17:05
----
----
----
17:05
----
17:05
WN2526
WN504
----
----
----
----
----
17:15
----
WN170
WN1647
17:35
----
----
----
17:35
----
17:35
WN1223
WN2329
18:20
----
----
----
18:20
----
18:20
WN1162
WN1732
----
----
18:45
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR SAT - MDW

The timetable & schedule information was updated at 2025-01-15

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