Southwest Airlines flights from Love Field, Dallas (DAL) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon,Thu,Fri 17:50 Love Field, Dallas (DAL) 1 20:00 Midway, Chicago (MDW)
Southwest Airlines WN 1851 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 17:50 Love Field, Dallas (DAL) 1 20:00 Midway, Chicago (MDW)
Southwest Airlines WN 1851 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-07-07 through 2025-08-04
Sun 18:10 Love Field, Dallas (DAL) 1 20:20 Midway, Chicago (MDW)
Southwest Airlines WN 1851 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-06-08 through 2025-08-03
Sat 14:55 Love Field, Dallas (DAL) 1 17:10 Midway, Chicago (MDW)
Southwest Airlines WN 2113 Non-stop Boeing 737-800 (73H) 2:15 Valid until 2025-05-31
Sun 16:10 Love Field, Dallas (DAL) 1 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 2113 Non-stop Boeing 737-800 (73H) 2:15 Valid until 2025-05-18
Sun 16:10 Love Field, Dallas (DAL) 1 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 2113 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2025-06-01
Mon,Thu,Fri 16:45 Love Field, Dallas (DAL) 1 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 2113 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2025-06-02
Tue,Wed 06:45 Love Field, Dallas (DAL) 1 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-11-04 through 2025-11-12
Mon-Thu 06:45 Love Field, Dallas (DAL) 1 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-11-17 through 2025-11-20
Mon-Fri 06:45 Love Field, Dallas (DAL) 1 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-12-02 through 2025-12-11
Mon-Wed 06:45 Love Field, Dallas (DAL) 1 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-12-15 through 2025-12-17
Wed,Thu 06:45 Love Field, Dallas (DAL) 1 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-12-24 through 2026-01-01
Mon,Thu,Fri,Sun 19:50 Love Field, Dallas (DAL) 1 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 19:50 Love Field, Dallas (DAL) 1 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2025-11-21 through 2025-11-28
Sun 19:50 Love Field, Dallas (DAL) 1 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2025-11-30
Fri,Sun 19:50 Love Field, Dallas (DAL) 1 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2025-12-07 through 2025-12-14
Thu 19:50 Love Field, Dallas (DAL) 1 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Operates only on 2025-12-18
Mon 19:50 Love Field, Dallas (DAL) 1 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Operates only on 2026-01-05
Mon-Wed 20:40 Love Field, Dallas (DAL) 1 22:50 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 20:40 Love Field, Dallas (DAL) 1 22:50 Midway, Chicago (MDW)
Southwest Airlines WN 2143 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2025-12-19 through 2026-01-04
Sun 19:20 Love Field, Dallas (DAL) 1 21:30 Midway, Chicago (MDW)
Southwest Airlines WN 2210 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-08-10 through 2025-08-24
Sun 19:20 Love Field, Dallas (DAL) 1 21:30 Midway, Chicago (MDW)
Southwest Airlines WN 2210 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-09-07 through 2025-09-28
Mon,Thu,Fri,Sun 06:00 Love Field, Dallas (DAL) 1 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-11-02 through 2025-11-16
Mon,Fri-Sun 06:00 Love Field, Dallas (DAL) 1 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-11-21 through 2025-11-29
Mon-Wed 06:00 Love Field, Dallas (DAL) 1 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-11-25 through 2025-12-01
Fri,Sun 06:00 Love Field, Dallas (DAL) 1 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-12-07 through 2025-12-14
Thu,Sat 06:00 Love Field, Dallas (DAL) 1 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-12-18 through 2025-12-20
Mon,Tue,Fri,Sun 06:00 Love Field, Dallas (DAL) 1 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-12-19 through 2026-01-04
Sat 06:00 Love Field, Dallas (DAL) 1 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-12-27 through 2026-01-03
Mon 06:00 Love Field, Dallas (DAL) 1 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-01-05
Sat 06:35 Love Field, Dallas (DAL) 1 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2025-11-08 through 2025-11-15
Sat 06:35 Love Field, Dallas (DAL) 1 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2025-12-06 through 2025-12-13
Mon,Thu,Fri 07:20 Love Field, Dallas (DAL) 1 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 2240 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-08-07 through 2025-09-29
Sun 07:35 Love Field, Dallas (DAL) 1 09:50 Midway, Chicago (MDW)
Southwest Airlines WN 2240 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2025-08-31
Sun 07:55 Love Field, Dallas (DAL) 1 10:10 Midway, Chicago (MDW)
Southwest Airlines WN 2240 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-10 through 2025-08-24
Sun 07:55 Love Field, Dallas (DAL) 1 10:10 Midway, Chicago (MDW)
Southwest Airlines WN 2240 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-09-07 through 2025-09-28
Tue,Wed 08:10 Love Field, Dallas (DAL) 1 10:25 Midway, Chicago (MDW)
Southwest Airlines WN 2240 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-05 through 2025-10-01
Sat 18:00 Love Field, Dallas (DAL) 1 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 2240 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2025-11-22 through 2025-11-29
Sat 18:00 Love Field, Dallas (DAL) 1 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 2240 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2025-12-20 through 2026-01-03
Sat 10:20 Love Field, Dallas (DAL) 1 12:35 Midway, Chicago (MDW)
Southwest Airlines WN 2241 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-08-09 through 2025-09-27
Tue,Wed 10:25 Love Field, Dallas (DAL) 1 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 2241 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-08-05 through 2025-10-01
Mon,Thu,Fri 10:45 Love Field, Dallas (DAL) 1 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 2241 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-08-07 through 2025-08-29
Sun 10:45 Love Field, Dallas (DAL) 1 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 2241 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-10 through 2025-08-24
Mon,Thu,Fri,Sun 10:45 Love Field, Dallas (DAL) 1 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 2241 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-08-31 through 2025-09-05
Sun 10:45 Love Field, Dallas (DAL) 1 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 2241 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-09-07 through 2025-09-28
Mon,Thu,Fri 10:45 Love Field, Dallas (DAL) 1 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 2241 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-09-08 through 2025-09-29
Tue,Wed 17:00 Love Field, Dallas (DAL) 1 19:15 Midway, Chicago (MDW)
Southwest Airlines WN 2251 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-05 through 2025-10-01
Mon,Thu,Fri 21:40 Love Field, Dallas (DAL) 1 23:50 Midway, Chicago (MDW)
Southwest Airlines WN 2251 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-08-07 through 2025-09-29
Mon,Thu,Fri 07:40 Love Field, Dallas (DAL) 1 09:55 Midway, Chicago (MDW)
Southwest Airlines WN 2265 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-10-02 through 2025-10-31
Tue,Wed 16:50 Love Field, Dallas (DAL) 1 19:05 Midway, Chicago (MDW)
Southwest Airlines WN 2265 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-10-07 through 2025-10-29
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Southwest Airlines flights from Love Field, Dallas (DAL) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-11-21 through 2025-11-29
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-12-18 through 2025-12-20
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-27 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-08-07 through 2025-08-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-31 through 2025-09-05
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-09-08 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Love Field, Dallas airport (DAL) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 793 miles, or 1276 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 2:10 and 2:20.