All airlines flying from Midland (MAF) to Midway, Chicago (MDW).

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Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Fri 14:40 Midland (MAF) 18:45 Midway, Chicago (MDW)
Southwest Airlines WN 882 1-stop Boeing 737-700 (73W) 4:05 Operates only on 2025-07-04
Sun 16:35 Midland (MAF) 20:50 Midway, Chicago (MDW)
Southwest Airlines WN 1530 1-stop Boeing 737-700 (73W) 4:15 Operates only on 2025-08-31
Mon,Thu,Fri,Sun 14:15 Midland (MAF) 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 3275 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 14:15 Midland (MAF) 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 3275 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2025-11-21 through 2025-11-28
Fri,Sun 14:15 Midland (MAF) 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 3275 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2025-12-07 through 2025-12-14
Thu 14:15 Midland (MAF) 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 3275 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Operates only on 2025-12-18
Mon 14:15 Midland (MAF) 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 3275 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Operates only on 2026-01-05
Sat 10:20 Midland (MAF) 14:55 Midway, Chicago (MDW)
Southwest Airlines WN 3995 1-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2025-06-07 through 2025-08-02
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All airlines flying from Midland (MAF) to Midway, Chicago (MDW).
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Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Southwest Airlines WN882
14:40
Midland (MAF)

18:45
Midway, Chicago (MDW)
Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:05, 1-stop
Boeing 737-700 (73W)
Southwest Airlines WN1530
16:35
Midland (MAF)

20:50
Midway, Chicago (MDW)
Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (73W)
Southwest Airlines WN3275
14:15
Midland (MAF)

18:25
Midway, Chicago (MDW)
Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:10, 1-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN3275
14:15
Midland (MAF)

18:25
Midway, Chicago (MDW)
Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:10, 1-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN3275
14:15
Midland (MAF)

18:25
Midway, Chicago (MDW)
Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:10, 1-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN3275
14:15
Midland (MAF)

18:25
Midway, Chicago (MDW)
Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:10, 1-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN3275
14:15
Midland (MAF)

18:25
Midway, Chicago (MDW)
Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, 1-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN3995
10:20
Midland (MAF)

14:55
Midway, Chicago (MDW)
Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:35, 1-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the Midland airport (MAF) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 1046 miles, or 1683 km.
  • The timezone of both the departure and the arrival airports is UTC-6 . Current time at both airports is (loading...).
Return (MDW-MAF) flights
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