All airlines flying from San Antonio (SAT) to Chicago Midway (MDW).

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon 15:45 San Antonio (SAT) A 18:20 Chicago Midway (MDW)
Southwest Airlines WN 3591 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-01-05
Tue,Wed 09:25 San Antonio (SAT) A 12:00 Chicago Midway (MDW)
Southwest Airlines WN 3946 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-08-04 through 2026-09-30
Sat 07:15 San Antonio (SAT) A 09:50 Chicago Midway (MDW)
Southwest Airlines WN 4168 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-11 through 2026-05-30
Mon,Thu,Fri 09:00 San Antonio (SAT) A 11:40 Chicago Midway (MDW)
Southwest Airlines WN 4168 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-04-09 through 2026-06-01
Tue,Wed 09:05 San Antonio (SAT) A 11:40 Chicago Midway (MDW)
Southwest Airlines WN 4168 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-04-07 through 2026-06-03
Sun 09:25 San Antonio (SAT) A 12:00 Chicago Midway (MDW)
Southwest Airlines WN 4168 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-05-24
Sun 09:30 San Antonio (SAT) A 12:05 Chicago Midway (MDW)
Southwest Airlines WN 4168 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-04-12 through 2026-05-17
Sun 09:30 San Antonio (SAT) A 12:05 Chicago Midway (MDW)
Southwest Airlines WN 4168 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-05-31
Non-Direct Flights:
Tue,Wed 17:40 San Antonio (SAT) A 21:45 Chicago Midway (MDW)
Southwest Airlines WN 210 1-stop Boeing 737-800 (73H) 4:05 Effective 2026-04-07 through 2026-06-03
Sun 11:25 San Antonio (SAT) A 15:20 Chicago Midway (MDW)
Southwest Airlines WN 366 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 06:45 San Antonio (SAT) A 10:45 Chicago Midway (MDW)
Southwest Airlines WN 1356 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2026-06-04 through 2026-08-03
Fri,Sun 13:40 San Antonio (SAT) A 18:50 Chicago Midway (MDW)
Southwest Airlines WN 2082 1-stop Boeing 737-700 (Scimitar Winglets) 5:10 Effective 2026-01-02 through 2026-01-04
Sun 06:40 San Antonio (SAT) A 12:10 Chicago Midway (MDW)
Southwest Airlines WN 1700 2-stop Boeing 737-700 (Scimitar Winglets) 5:30 Effective 2026-04-12 through 2026-05-17
Sun 06:40 San Antonio (SAT) A 12:10 Chicago Midway (MDW)
Southwest Airlines WN 1700 2-stop Boeing 737-700 (Scimitar Winglets) 5:30 Operates only on 2026-05-31
Tue,Wed 11:10 San Antonio (SAT) A 17:00 Chicago Midway (MDW)
Southwest Airlines WN 1919 2-stop Boeing 737-700 (Scimitar Winglets) 5:50 Effective 2026-03-10 through 2026-04-01
Sat 13:20 San Antonio (SAT) A 20:15 Chicago Midway (MDW)
Southwest Airlines WN 2382 2-stop Boeing 737-700 (Scimitar Winglets) 6:55 Effective 2026-03-07 through 2026-04-04
Sat 11:40 San Antonio (SAT) A 16:55 Chicago Midway (MDW)
Southwest Airlines WN 2664 2-stop Boeing 737-700 (Scimitar Winglets) 5:15 Effective 2026-06-06 through 2026-08-01
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All airlines flying from San Antonio (SAT) to Chicago Midway (MDW).
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Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:05, 1-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 5:10, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:30, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:30, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:50, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:55, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:15, 2-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the San Antonio airport (SAT) and arriving at Chicago Midway airport (MDW).
  • 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 2:30 and 2:40.