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

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 16:40 San Antonio (SAT) A 19:20 Midway, Chicago (MDW)
Southwest Airlines WN 974 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 15:20 San Antonio (SAT) A 18:00 Midway, Chicago (MDW)
Southwest Airlines WN 1057 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-10-02 through 2025-10-31
Sat 14:00 San Antonio (SAT) A 16:40 Midway, Chicago (MDW)
Southwest Airlines WN 1192 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-10-04 through 2025-11-01
Sat 15:30 San Antonio (SAT) A 18:05 Midway, Chicago (MDW)
Southwest Airlines WN 1413 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-06-07 through 2025-08-02
Mon,Thu,Fri 18:30 San Antonio (SAT) A 21:10 Midway, Chicago (MDW)
Southwest Airlines WN 1413 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 18:30 San Antonio (SAT) A 21:10 Midway, Chicago (MDW)
Southwest Airlines WN 1413 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-07-07 through 2025-08-04
Sat 06:00 San Antonio (SAT) A 08:35 Midway, Chicago (MDW)
Southwest Airlines WN 1489 Non-stop Boeing 737-700 (73W) 2:35 Valid until 2025-05-31
Tue,Wed 06:25 San Antonio (SAT) A 09:00 Midway, Chicago (MDW)
Southwest Airlines WN 1489 Non-stop Boeing 737-700 (73W) 2:35 Valid until 2025-06-04
Sun 06:30 San Antonio (SAT) A 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 1489 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2025-05-18
Sun 06:30 San Antonio (SAT) A 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 1489 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2025-06-01
Mon,Thu,Fri 05:50 San Antonio (SAT) A 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 1525 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-08-07 through 2025-09-29
Sun 06:40 San Antonio (SAT) A 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 1525 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-08-10 through 2025-08-24
Sun 06:40 San Antonio (SAT) A 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 1525 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-09-07 through 2025-09-28
Sun 07:05 San Antonio (SAT) A 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 1525 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2025-08-31
Tue,Wed 14:40 San Antonio (SAT) A 17:15 Midway, Chicago (MDW)
Southwest Airlines WN 1525 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-08-05 through 2025-10-01
Thu 09:45 San Antonio (SAT) A 12:20 Midway, Chicago (MDW)
Southwest Airlines WN 1571 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-11-27
Sun 15:40 San Antonio (SAT) A 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 1585 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-05-25
Mon,Thu,Fri 05:10 San Antonio (SAT) A 07:50 Midway, Chicago (MDW)
Southwest Airlines WN 1598 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 05:10 San Antonio (SAT) A 07:50 Midway, Chicago (MDW)
Southwest Airlines WN 1598 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-07-07 through 2025-08-04
Sun 05:25 San Antonio (SAT) A 08:05 Midway, Chicago (MDW)
Southwest Airlines WN 1598 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-06-08 through 2025-08-03
Sat 05:30 San Antonio (SAT) A 08:10 Midway, Chicago (MDW)
Southwest Airlines WN 1598 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-06-07 through 2025-08-02
Fri 06:10 San Antonio (SAT) A 08:50 Midway, Chicago (MDW)
Southwest Airlines WN 1905 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2025-07-04
Mon,Thu,Fri 06:10 San Antonio (SAT) A 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 1973 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-10-02 through 2025-10-31
Tue,Wed 14:20 San Antonio (SAT) A 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 1973 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri 14:50 San Antonio (SAT) A 17:25 Midway, Chicago (MDW)
Southwest Airlines WN 2245 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-08-07 through 2025-09-29
Tue,Wed 05:55 San Antonio (SAT) A 08:30 Midway, Chicago (MDW)
Southwest Airlines WN 2267 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-10-07 through 2025-10-29
Sat 06:15 San Antonio (SAT) A 08:50 Midway, Chicago (MDW)
Southwest Airlines WN 2267 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-04 through 2025-11-01
Sun 06:35 San Antonio (SAT) A 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 2267 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-10-05 through 2025-10-26
Mon-Wed 16:25 San Antonio (SAT) A 19:00 Midway, Chicago (MDW)
Southwest Airlines WN 2278 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 16:25 San Antonio (SAT) A 19:00 Midway, Chicago (MDW)
Southwest Airlines WN 2278 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-12-19 through 2026-01-04
Tue,Wed 17:35 San Antonio (SAT) A 20:15 Midway, Chicago (MDW)
Southwest Airlines WN 2587 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-06-10 through 2025-07-30
Sun 05:50 San Antonio (SAT) A 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 2634 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2025-11-30
Mon,Thu,Fri,Sun 06:10 San Antonio (SAT) A 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2634 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 06:10 San Antonio (SAT) A 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2634 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-11-21 through 2025-11-28
Fri,Sun 06:10 San Antonio (SAT) A 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2634 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-12-07 through 2025-12-14
Thu 06:10 San Antonio (SAT) A 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2634 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-12-18
Mon 06:10 San Antonio (SAT) A 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2634 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-01-05
Tue,Wed 14:30 San Antonio (SAT) A 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 2634 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-11-04 through 2025-11-12
Mon-Thu 14:30 San Antonio (SAT) A 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 2634 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-11-17 through 2025-11-20
Mon-Fri 14:30 San Antonio (SAT) A 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 2634 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-12-02 through 2025-12-11
Mon-Wed 14:30 San Antonio (SAT) A 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 2634 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-12-15 through 2025-12-17
Wed,Thu 14:30 San Antonio (SAT) A 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 2634 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-12-24 through 2026-01-01
Mon-Wed 05:20 San Antonio (SAT) A 07:55 Midway, Chicago (MDW)
Southwest Airlines WN 2827 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 05:20 San Antonio (SAT) A 07:55 Midway, Chicago (MDW)
Southwest Airlines WN 2827 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-12-19 through 2026-01-04
Sat 06:05 San Antonio (SAT) A 08:40 Midway, Chicago (MDW)
Southwest Airlines WN 2827 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-11-22 through 2025-11-29
Sat 06:05 San Antonio (SAT) A 08:40 Midway, Chicago (MDW)
Southwest Airlines WN 2827 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-12-20 through 2026-01-03
Sun 18:10 San Antonio (SAT) A 20:45 Midway, Chicago (MDW)
Southwest Airlines WN 2914 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-06-08 through 2025-08-03
Tue,Wed 06:30 San Antonio (SAT) A 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 3169 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-08-05 through 2025-10-01
Sun 12:10 San Antonio (SAT) A 14:45 Midway, Chicago (MDW)
Southwest Airlines WN 3169 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2025-08-31
Sat 13:50 San Antonio (SAT) A 16:25 Midway, Chicago (MDW)
Southwest Airlines WN 3169 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-08-09 through 2025-09-27
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All airlines flying from San Antonio (SAT) to Midway, Chicago (MDW).
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Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the San Antonio airport (SAT) and arriving at Midway, Chicago 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 2:35 and 2:40.