Southwest Airlines flights from Chicago Midway (MDW) to San Antonio (SAT).

FLIGHT SCHEDULE
Direct Flights:
Sat 10:55 Chicago Midway (MDW) 13:35 San Antonio (SAT) A Southwest Airlines WN 224 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-06-06 through 2026-08-01
Mon,Thu,Fri 20:35 Chicago Midway (MDW) 23:15 San Antonio (SAT) A Southwest Airlines WN 267 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-08-06 through 2026-09-28
Mon,Tue,Fri,Sun 07:45 Chicago Midway (MDW) 10:40 San Antonio (SAT) A Southwest Airlines WN 424 Non-stop Boeing 737-800 (73H) 2:55 Valid until 2026-01-04
Mon 07:55 Chicago Midway (MDW) 10:55 San Antonio (SAT) A Southwest Airlines WN 424 Non-stop Boeing 737-700 (Scimitar Winglets) 3:00 Operates only on 2026-01-05
Wed,Thu 16:55 Chicago Midway (MDW) 19:50 San Antonio (SAT) A Southwest Airlines WN 424 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Valid until 2026-01-01
Tue 10:10 Chicago Midway (MDW) 12:50 San Antonio (SAT) A Southwest Airlines WN 559 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-08-04 through 2026-09-29
Sun 10:20 Chicago Midway (MDW) 13:00 San Antonio (SAT) A Southwest Airlines WN 559 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-08-09 through 2026-09-27
Sat 13:45 Chicago Midway (MDW) 16:25 San Antonio (SAT) A Southwest Airlines WN 559 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-08-08 through 2026-09-26
Mon,Thu,Fri 11:05 Chicago Midway (MDW) 13:40 San Antonio (SAT) A Southwest Airlines WN 1009 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-08-06 through 2026-09-28
Sun 11:05 Chicago Midway (MDW) 13:55 San Antonio (SAT) A Southwest Airlines WN 1251 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2026-05-24
Sun 10:10 Chicago Midway (MDW) 12:50 San Antonio (SAT) A Southwest Airlines WN 1279 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-06-07 through 2026-08-02
Sat 07:55 Chicago Midway (MDW) 10:55 San Antonio (SAT) A Southwest Airlines WN 1371 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Valid until 2026-01-03
Tue,Wed 10:25 Chicago Midway (MDW) 13:05 San Antonio (SAT) A Southwest Airlines WN 1437 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-06-09 through 2026-07-29
Tue,Wed 10:05 Chicago Midway (MDW) 12:55 San Antonio (SAT) A Southwest Airlines WN 2168 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 10:10 Chicago Midway (MDW) 13:00 San Antonio (SAT) A Southwest Airlines WN 2168 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-04-09 through 2026-06-01
Sat,Sun 10:45 Chicago Midway (MDW) 13:35 San Antonio (SAT) A Southwest Airlines WN 2168 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-04-11 through 2026-05-23
Sat,Sun 10:45 Chicago Midway (MDW) 13:35 San Antonio (SAT) A Southwest Airlines WN 2168 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-05-30 through 2026-05-31
Sat 18:15 Chicago Midway (MDW) 21:05 San Antonio (SAT) A Southwest Airlines WN 2350 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-04-11 through 2026-05-30
Sun 20:40 Chicago Midway (MDW) 23:30 San Antonio (SAT) A Southwest Airlines WN 2350 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2026-05-24
Tue,Wed 21:00 Chicago Midway (MDW) 23:50 San Antonio (SAT) A Southwest Airlines WN 2350 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 21:40 Chicago Midway (MDW) 00:30 San Antonio (SAT) A Southwest Airlines WN 2350 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-04-09 through 2026-06-01 The flight arrives 1 day after departure.
Sun 21:40 Chicago Midway (MDW) 00:30 San Antonio (SAT) A Southwest Airlines WN 2350 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-04-12 through 2026-05-17 The flight arrives 1 day after departure.
Sun 21:40 Chicago Midway (MDW) 00:30 San Antonio (SAT) A Southwest Airlines WN 2350 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2026-05-31 The flight arrives 1 day after departure.
Sun 10:00 Chicago Midway (MDW) 13:00 San Antonio (SAT) A Southwest Airlines WN 2471 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 10:15 Chicago Midway (MDW) 13:15 San Antonio (SAT) A Southwest Airlines WN 2471 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-05 through 2026-04-06
Sat 11:00 Chicago Midway (MDW) 14:00 San Antonio (SAT) A Southwest Airlines WN 2471 Non-stop Boeing 737-700 (Scimitar Winglets) 3:00 Effective 2026-03-07 through 2026-04-04
Tue,Wed 11:05 Chicago Midway (MDW) 14:05 San Antonio (SAT) A Southwest Airlines WN 2471 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 10:35 Chicago Midway (MDW) 13:15 San Antonio (SAT) A Southwest Airlines WN 2570 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-06-04 through 2026-08-03
Tue,Wed 20:30 Chicago Midway (MDW) 23:10 San Antonio (SAT) A Southwest Airlines WN 2819 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-08-04 through 2026-09-30
Sun 20:40 Chicago Midway (MDW) 23:20 San Antonio (SAT) A Southwest Airlines WN 2819 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-08-09 through 2026-09-27
Sat 20:30 Chicago Midway (MDW) 23:10 San Antonio (SAT) A Southwest Airlines WN 3229 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-06-06 through 2026-08-01
Tue,Wed 21:00 Chicago Midway (MDW) 23:40 San Antonio (SAT) A Southwest Airlines WN 3229 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 21:25 Chicago Midway (MDW) 00:05 San Antonio (SAT) A Southwest Airlines WN 3229 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-04 through 2026-08-03 The flight arrives 1 day after departure.
Sun 21:40 Chicago Midway (MDW) 00:20 San Antonio (SAT) A Southwest Airlines WN 3229 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-06-07 through 2026-08-02 The flight arrives 1 day after departure.
Wed 10:10 Chicago Midway (MDW) 12:50 San Antonio (SAT) A Southwest Airlines WN 3287 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-08-05 through 2026-09-30
Wed,Thu 08:10 Chicago Midway (MDW) 11:10 San Antonio (SAT) A Southwest Airlines WN 3776 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Valid until 2026-01-01
Mon 21:30 Chicago Midway (MDW) 00:25 San Antonio (SAT) A Southwest Airlines WN 3776 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2026-01-05 The flight arrives 1 day after departure.
Mon,Tue,Fri,Sun 22:25 Chicago Midway (MDW) 01:20 San Antonio (SAT) A Southwest Airlines WN 3776 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Valid until 2026-01-04 The flight arrives 1 day after departure.
Sat 22:50 Chicago Midway (MDW) 01:45 San Antonio (SAT) A Southwest Airlines WN 3776 Non-stop Boeing 737-800 (73H) 2:55 Valid until 2026-01-03 The flight arrives 1 day after departure.
Tue,Wed 20:35 Chicago Midway (MDW) 23:30 San Antonio (SAT) A Southwest Airlines WN 3998 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-03-10 through 2026-04-01
Sat 21:35 Chicago Midway (MDW) 00:30 San Antonio (SAT) A Southwest Airlines WN 3998 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-03-07 through 2026-04-04 The flight arrives 1 day after departure.
Sun 21:45 Chicago Midway (MDW) 00:40 San Antonio (SAT) A Southwest Airlines WN 3998 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-03-08 through 2026-04-05 The flight arrives 1 day after departure.
Mon,Thu,Fri 21:55 Chicago Midway (MDW) 00:50 San Antonio (SAT) A Southwest Airlines WN 3998 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-03-05 through 2026-04-06 The flight arrives 1 day after departure.
Mon,Thu,Fri 07:45 Chicago Midway (MDW) 10:50 San Antonio (SAT) A Southwest Airlines WN 4347 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 07:45 Chicago Midway (MDW) 10:50 San Antonio (SAT) A Southwest Airlines WN 4347 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-02-20 through 2026-03-01
Tue 08:20 Chicago Midway (MDW) 11:25 San Antonio (SAT) A Southwest Airlines WN 4347 Non-stop Boeing 737-800 (73H) 3:05 Operates only on 2026-01-06
Mon-Fri 08:20 Chicago Midway (MDW) 11:25 San Antonio (SAT) A Southwest Airlines WN 4347 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-01-07 through 2026-01-14
Tue-Fri,Sun 08:20 Chicago Midway (MDW) 11:25 San Antonio (SAT) A Southwest Airlines WN 4347 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-01-18 through 2026-01-23
Mon-Fri 08:20 Chicago Midway (MDW) 11:25 San Antonio (SAT) A Southwest Airlines WN 4347 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 08:20 Chicago Midway (MDW) 11:25 San Antonio (SAT) A Southwest Airlines WN 4347 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-02-08 through 2026-02-11

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A domestic route departing from the Chicago Midway airport (MDW) and arriving at San Antonio airport (SAT).
The flight distance is 1036 miles, or 1667 km.
The timezone of both the departure and the arrival airports is UTC-6 . Current time at both airports is (loading...).
For direct flights, the flight time varies between 2:35 and 3:05.

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Southwest Airlines flights from Chicago Midway (MDW) to San Antonio (SAT).

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN224

10:55

Chicago Midway (MDW)

13:35

San Antonio (SAT) A

Effective 2026-06-06 through 2026-08-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN267

20:35

Chicago Midway (MDW)

23:15

San Antonio (SAT) A

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN424

07:45

Chicago Midway (MDW)

10:40

San Antonio (SAT) A

Valid until 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN424

07:55

Chicago Midway (MDW)

10:55

San Antonio (SAT) A

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN424

16:55

Chicago Midway (MDW)

19:50

San Antonio (SAT) A

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN559

10:10

Chicago Midway (MDW)

12:50

San Antonio (SAT) A

Effective 2026-08-04 through 2026-09-29

Mon
-

Tue

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN559

10:20

Chicago Midway (MDW)

13:00

San Antonio (SAT) A

Effective 2026-08-09 through 2026-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN559

13:45

Chicago Midway (MDW)

16:25

San Antonio (SAT) A

Effective 2026-08-08 through 2026-09-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1009

11:05

Chicago Midway (MDW)

13:40

San Antonio (SAT) A

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1251

11:05

Chicago Midway (MDW)

13:55

San Antonio (SAT) A

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1279

10:10

Chicago Midway (MDW)

12:50

San Antonio (SAT) A

Effective 2026-06-07 through 2026-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1371

07:55

Chicago Midway (MDW)

10:55

San Antonio (SAT) A

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1437

10:25

Chicago Midway (MDW)

13:05

San Antonio (SAT) A

Effective 2026-06-09 through 2026-07-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2168

10:05

Chicago Midway (MDW)

12:55

San Antonio (SAT) A

Effective 2026-04-07 through 2026-06-03

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2168

10:10

Chicago Midway (MDW)

13:00

San Antonio (SAT) A

Effective 2026-04-09 through 2026-06-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2168

10:45

Chicago Midway (MDW)

13:35

San Antonio (SAT) A

Effective 2026-04-11 through 2026-05-23

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2168

10:45

Chicago Midway (MDW)

13:35

San Antonio (SAT) A

Effective 2026-05-30 through 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2350

18:15

Chicago Midway (MDW)

21:05

San Antonio (SAT) A

Effective 2026-04-11 through 2026-05-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2350

20:40

Chicago Midway (MDW)

23:30

San Antonio (SAT) A

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2350

21:00

Chicago Midway (MDW)

23:50

San Antonio (SAT) A

Effective 2026-04-07 through 2026-06-03

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2350

21:40

Chicago Midway (MDW)

00:30(+1)

San Antonio (SAT) A

Effective 2026-04-09 through 2026-06-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN2350

21:40

Chicago Midway (MDW)

00:30(+1)

San Antonio (SAT) A

Effective 2026-04-12 through 2026-05-17

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN2350

21:40

Chicago Midway (MDW)

00:30(+1)

San Antonio (SAT) A

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN2471

10:00

Chicago Midway (MDW)

13:00

San Antonio (SAT) A

Effective 2026-03-08 through 2026-04-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2471

10:15

Chicago Midway (MDW)

13:15

San Antonio (SAT) A

Effective 2026-03-05 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2471

11:00

Chicago Midway (MDW)

14:00

San Antonio (SAT) A

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2471

11:05

Chicago Midway (MDW)

14:05

San Antonio (SAT) A

Effective 2026-03-10 through 2026-04-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2570

10:35

Chicago Midway (MDW)

13:15

San Antonio (SAT) A

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2819

20:30

Chicago Midway (MDW)

23:10

San Antonio (SAT) A

Effective 2026-08-04 through 2026-09-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2819

20:40

Chicago Midway (MDW)

23:20

San Antonio (SAT) A

Effective 2026-08-09 through 2026-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3229

20:30

Chicago Midway (MDW)

23:10

San Antonio (SAT) A

Effective 2026-06-06 through 2026-08-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3229

21:00

Chicago Midway (MDW)

23:40

San Antonio (SAT) A

Effective 2026-06-09 through 2026-07-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3229

21:25

Chicago Midway (MDW)

00:05(+1)

San Antonio (SAT) A

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN3229

21:40

Chicago Midway (MDW)

00:20(+1)

San Antonio (SAT) A

Effective 2026-06-07 through 2026-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN3287

10:10

Chicago Midway (MDW)

12:50

San Antonio (SAT) A

Effective 2026-08-05 through 2026-09-30

Mon
-

Tue
-

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3776

08:10

Chicago Midway (MDW)

11:10

San Antonio (SAT) A

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3776

21:30

Chicago Midway (MDW)

00:25(+1)

San Antonio (SAT) A

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:55, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN3776

22:25

Chicago Midway (MDW)

01:20(+1)

San Antonio (SAT) A

Valid until 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN3776

22:50

Chicago Midway (MDW)

01:45(+1)

San Antonio (SAT) A

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:55, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN3998

20:35

Chicago Midway (MDW)

23:30

San Antonio (SAT) A

Effective 2026-03-10 through 2026-04-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3998

21:35

Chicago Midway (MDW)

00:30(+1)

San Antonio (SAT) A

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN3998

21:45

Chicago Midway (MDW)

00:40(+1)

San Antonio (SAT) A

Effective 2026-03-08 through 2026-04-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN3998

21:55

Chicago Midway (MDW)

00:50(+1)

San Antonio (SAT) A

Effective 2026-03-05 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN4347

07:45

Chicago Midway (MDW)

10:50

San Antonio (SAT) A

Effective 2026-02-12 through 2026-02-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4347

07:45

Chicago Midway (MDW)

10:50

San Antonio (SAT) A

Effective 2026-02-20 through 2026-03-01

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4347

08:20

Chicago Midway (MDW)

11:25

San Antonio (SAT) A

Operates only on 2026-01-06

Mon
-

Tue

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4347

08:20

Chicago Midway (MDW)

11:25

San Antonio (SAT) A

Effective 2026-01-07 through 2026-01-14

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4347

08:20

Chicago Midway (MDW)

11:25

San Antonio (SAT) A

Effective 2026-01-18 through 2026-01-23

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4347

08:20

Chicago Midway (MDW)

11:25

San Antonio (SAT) A

Effective 2026-01-26 through 2026-02-04

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4347

08:20

Chicago Midway (MDW)

11:25

San Antonio (SAT) A

Effective 2026-02-08 through 2026-02-11

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

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A domestic route departing from the Chicago Midway airport (MDW) and arriving at San Antonio airport (SAT).
The flight distance is 1036 miles, or 1667 km.
The timezone of both the departure and the arrival airports is UTC-6 . Current time at both airports is (loading...).
For direct flights, the flight time varies between 2:35 and 3:05.

All MDW-SAT flights

All Southwest Airlines flights

Return (SAT-MDW) flights

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