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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 08:55 Midway, Chicago (MDW) 11:15 Love Field, Dallas (DAL) 1
Southwest Airlines WN 21 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2025-05-31
Tue,Wed 10:00 Midway, Chicago (MDW) 12:20 Love Field, Dallas (DAL) 1
Southwest Airlines WN 27 Non-stop Boeing 737-800 (73H) 2:20 Valid until 2025-06-04
Tue,Wed 16:40 Midway, Chicago (MDW) 18:55 Love Field, Dallas (DAL) 1
Southwest Airlines WN 154 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 16:55 Midway, Chicago (MDW) 19:10 Love Field, Dallas (DAL) 1
Southwest Airlines WN 154 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 16:55 Midway, Chicago (MDW) 19:10 Love Field, Dallas (DAL) 1
Southwest Airlines WN 154 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-07-07 through 2025-08-04
Sun 17:10 Midway, Chicago (MDW) 19:25 Love Field, Dallas (DAL) 1
Southwest Airlines WN 154 Non-stop Boeing 737-700 (73W) 2:15 Effective 2025-06-08 through 2025-08-03
Sun 16:05 Midway, Chicago (MDW) 18:25 Love Field, Dallas (DAL) 1
Southwest Airlines WN 261 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 09:45 Midway, Chicago (MDW) 12:05 Love Field, Dallas (DAL) 1
Southwest Airlines WN 366 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2025-06-02
Sun 10:05 Midway, Chicago (MDW) 12:25 Love Field, Dallas (DAL) 1
Southwest Airlines WN 366 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2025-05-18
Sun 10:05 Midway, Chicago (MDW) 12:25 Love Field, Dallas (DAL) 1
Southwest Airlines WN 366 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2025-06-01
Sun 10:40 Midway, Chicago (MDW) 13:05 Love Field, Dallas (DAL) 1
Southwest Airlines WN 366 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2025-05-25
Tue,Wed 13:45 Midway, Chicago (MDW) 16:05 Love Field, Dallas (DAL) 1
Southwest Airlines WN 366 Non-stop Boeing 737-800 (73H) 2:20 Valid until 2025-06-04
Sun 18:35 Midway, Chicago (MDW) 20:50 Love Field, Dallas (DAL) 1
Southwest Airlines WN 411 Non-stop Boeing 737-700 (73W) 2:15 Effective 2025-08-10 through 2025-08-24
Sun 18:35 Midway, Chicago (MDW) 20:50 Love Field, Dallas (DAL) 1
Southwest Airlines WN 411 Non-stop Boeing 737-700 (73W) 2:15 Effective 2025-09-07 through 2025-09-28
Sun 11:10 Midway, Chicago (MDW) 13:25 Love Field, Dallas (DAL) 1
Southwest Airlines WN 423 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2025-08-31
Sat 11:25 Midway, Chicago (MDW) 13:40 Love Field, Dallas (DAL) 1
Southwest Airlines WN 423 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-08-09 through 2025-09-27
Tue,Wed 11:35 Midway, Chicago (MDW) 13:50 Love Field, Dallas (DAL) 1
Southwest Airlines WN 423 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-05 through 2025-10-01
Mon,Thu,Fri 12:25 Midway, Chicago (MDW) 14:40 Love Field, Dallas (DAL) 1
Southwest Airlines WN 423 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-07 through 2025-09-29
Sun 12:45 Midway, Chicago (MDW) 15:00 Love Field, Dallas (DAL) 1
Southwest Airlines WN 423 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-10 through 2025-08-24
Sun 12:45 Midway, Chicago (MDW) 15:00 Love Field, Dallas (DAL) 1
Southwest Airlines WN 423 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-09-07 through 2025-09-28
Mon,Thu,Fri 07:10 Midway, Chicago (MDW) 09:25 Love Field, Dallas (DAL) 1
Southwest Airlines WN 450 Non-stop Boeing 737-700 (73W) 2:15 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 07:10 Midway, Chicago (MDW) 09:25 Love Field, Dallas (DAL) 1
Southwest Airlines WN 450 Non-stop Boeing 737-700 (73W) 2:15 Effective 2025-07-07 through 2025-08-04
Sun 07:25 Midway, Chicago (MDW) 09:45 Love Field, Dallas (DAL) 1
Southwest Airlines WN 450 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-06-08 through 2025-08-03
Sat 08:25 Midway, Chicago (MDW) 10:50 Love Field, Dallas (DAL) 1
Southwest Airlines WN 450 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-06-07 through 2025-08-02
Tue,Wed 08:50 Midway, Chicago (MDW) 11:10 Love Field, Dallas (DAL) 1
Southwest Airlines WN 450 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-06-10 through 2025-07-30
Tue,Wed 05:30 Midway, Chicago (MDW) 07:50 Love Field, Dallas (DAL) 1
Southwest Airlines WN 472 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2025-05-13
Wed 05:30 Midway, Chicago (MDW) 07:50 Love Field, Dallas (DAL) 1
Southwest Airlines WN 472 Non-stop Boeing 737-700 (73W) 2:20 Operates only on 2025-05-14
Tue,Wed 05:30 Midway, Chicago (MDW) 07:50 Love Field, Dallas (DAL) 1
Southwest Airlines WN 472 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-05-20 through 2025-06-04
Sun 06:15 Midway, Chicago (MDW) 08:35 Love Field, Dallas (DAL) 1
Southwest Airlines WN 479 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 05:25 Midway, Chicago (MDW) 07:40 Love Field, Dallas (DAL) 1
Southwest Airlines WN 639 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-10-02 through 2025-10-31
Sat 05:45 Midway, Chicago (MDW) 08:00 Love Field, Dallas (DAL) 1
Southwest Airlines WN 639 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-10-04 through 2025-11-01
Tue,Wed 07:40 Midway, Chicago (MDW) 09:55 Love Field, Dallas (DAL) 1
Southwest Airlines WN 639 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-10-07 through 2025-10-29
Tue,Wed 06:20 Midway, Chicago (MDW) 08:30 Love Field, Dallas (DAL) 1
Southwest Airlines WN 699 Non-stop Boeing 737-700 (73W) 2:10 Effective 2025-08-05 through 2025-10-01
Mon,Thu,Fri 07:50 Midway, Chicago (MDW) 10:05 Love Field, Dallas (DAL) 1
Southwest Airlines WN 699 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-08-07 through 2025-09-29
Sat 08:00 Midway, Chicago (MDW) 10:15 Love Field, Dallas (DAL) 1
Southwest Airlines WN 699 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-09 through 2025-09-27
Sun 08:10 Midway, Chicago (MDW) 10:25 Love Field, Dallas (DAL) 1
Southwest Airlines WN 699 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-08-10 through 2025-08-24
Sun 08:10 Midway, Chicago (MDW) 10:25 Love Field, Dallas (DAL) 1
Southwest Airlines WN 699 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-09-07 through 2025-09-28
Sun 08:50 Midway, Chicago (MDW) 11:05 Love Field, Dallas (DAL) 1
Southwest Airlines WN 699 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2025-08-31
Sun 18:25 Midway, Chicago (MDW) 20:55 Love Field, Dallas (DAL) 1
Southwest Airlines WN 776 Non-stop Boeing 737-800 (73H) 2:30 Operates only on 2025-11-30
Mon,Thu,Fri,Sun 19:10 Midway, Chicago (MDW) 21:35 Love Field, Dallas (DAL) 1
Southwest Airlines WN 776 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 19:10 Midway, Chicago (MDW) 21:35 Love Field, Dallas (DAL) 1
Southwest Airlines WN 776 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-11-21 through 2025-11-28
Fri,Sun 19:10 Midway, Chicago (MDW) 21:35 Love Field, Dallas (DAL) 1
Southwest Airlines WN 776 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-12-07 through 2025-12-14
Thu 19:10 Midway, Chicago (MDW) 21:35 Love Field, Dallas (DAL) 1
Southwest Airlines WN 776 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2025-12-18
Mon 19:10 Midway, Chicago (MDW) 21:35 Love Field, Dallas (DAL) 1
Southwest Airlines WN 776 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2026-01-05
Sat 19:35 Midway, Chicago (MDW) 22:00 Love Field, Dallas (DAL) 1
Southwest Airlines WN 776 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-11-08 through 2025-11-15
Sat 19:35 Midway, Chicago (MDW) 22:00 Love Field, Dallas (DAL) 1
Southwest Airlines WN 776 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-12-06 through 2025-12-13
Tue,Wed 15:35 Midway, Chicago (MDW) 17:50 Love Field, Dallas (DAL) 1
Southwest Airlines WN 819 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-08-05 through 2025-10-01
Tue,Wed 10:50 Midway, Chicago (MDW) 13:05 Love Field, Dallas (DAL) 1
Southwest Airlines WN 883 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-10-07 through 2025-10-29
Tue,Wed 12:45 Midway, Chicago (MDW) 15:00 Love Field, Dallas (DAL) 1
Southwest Airlines WN 942 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-10-07 through 2025-10-29
Sun 13:40 Midway, Chicago (MDW) 15:55 Love Field, Dallas (DAL) 1
Southwest Airlines WN 942 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-10-05 through 2025-10-26
1 2 3 4 5 6 7   next


Southwest Airlines flights from Midway, Chicago (MDW) to Love Field, Dallas (DAL).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

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

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, 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 737-700 (73W)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

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 MAX 8 (7M8)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

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 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-13
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-05-14
Mon
-
Tue
-
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (73W)

Effective 2025-05-20 through 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, 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 737-800 (73H)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-07 through 2025-10-29
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: 2:10, non-stop
Boeing 737-700 (73W)

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

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-10 through 2025-08-24
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 737-800 (73H)

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

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

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, 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 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)
Page 1 / 7        next
  • A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Love Field, Dallas airport (DAL).
  • 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 2:30.