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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 14:50 Love Field, Dallas (DAL) 1 17:10 Midway, Chicago (MDW)
Southwest Airlines WN 1186 Non-stop Boeing 737-700 (73W) 2:20 Operates only on 2025-08-31
Mon,Thu,Fri 11:15 Love Field, Dallas (DAL) 1 13:30 Midway, Chicago (MDW)
Southwest Airlines WN 1194 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Valid until 2025-05-29
Mon 11:15 Love Field, Dallas (DAL) 1 13:30 Midway, Chicago (MDW)
Southwest Airlines WN 1194 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2025-06-02
Fri 11:20 Love Field, Dallas (DAL) 1 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 1194 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2025-05-30
Sat 11:40 Love Field, Dallas (DAL) 1 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 1194 Non-stop Boeing 737-800 (73H) 2:15 Valid until 2025-05-31
Sun 13:30 Love Field, Dallas (DAL) 1 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 1194 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2025-05-25
Sun 14:30 Love Field, Dallas (DAL) 1 16:45 Midway, Chicago (MDW)
Southwest Airlines WN 1194 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Valid until 2025-05-18
Sun 14:30 Love Field, Dallas (DAL) 1 16:45 Midway, Chicago (MDW)
Southwest Airlines WN 1194 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2025-06-01
Tue,Wed 15:05 Love Field, Dallas (DAL) 1 17:20 Midway, Chicago (MDW)
Southwest Airlines WN 1194 Non-stop Boeing 737-800 (73H) 2:15 Valid until 2025-06-04
Mon,Thu,Fri 06:00 Love Field, Dallas (DAL) 1 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 1211 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-07 through 2025-09-29
Sun 06:20 Love Field, Dallas (DAL) 1 08:35 Midway, Chicago (MDW)
Southwest Airlines WN 1211 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-08-10 through 2025-08-24
Sun 06:20 Love Field, Dallas (DAL) 1 08:35 Midway, Chicago (MDW)
Southwest Airlines WN 1211 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-09-07 through 2025-09-28
Tue,Wed 06:40 Love Field, Dallas (DAL) 1 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 1211 Non-stop Boeing 737-700 (73W) 2:15 Effective 2025-08-05 through 2025-10-01
Sat 06:45 Love Field, Dallas (DAL) 1 09:00 Midway, Chicago (MDW)
Southwest Airlines WN 1211 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-08-09 through 2025-09-27
Sun 06:15 Love Field, Dallas (DAL) 1 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 1226 Non-stop Boeing 737-800 (73H) 2:10 Valid until 2025-05-18
Sun 06:15 Love Field, Dallas (DAL) 1 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 1226 Non-stop Boeing 737-800 (73H) 2:10 Operates only on 2025-06-01
Sat 06:20 Love Field, Dallas (DAL) 1 08:30 Midway, Chicago (MDW)
Southwest Airlines WN 1226 Non-stop Boeing 737-800 (73H) 2:10 Valid until 2025-05-31
Mon,Thu,Fri 06:35 Love Field, Dallas (DAL) 1 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 1226 Non-stop Boeing 737-700 (73W) 2:10 Valid until 2025-06-02
Sun 07:05 Love Field, Dallas (DAL) 1 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 1226 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2025-05-25
Tue,Wed 07:10 Love Field, Dallas (DAL) 1 09:20 Midway, Chicago (MDW)
Southwest Airlines WN 1226 Non-stop Boeing 737-800 (73H) 2:10 Valid until 2025-06-04
Mon,Thu,Fri 07:35 Love Field, Dallas (DAL) 1 09:50 Midway, Chicago (MDW)
Southwest Airlines WN 1375 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 07:35 Love Field, Dallas (DAL) 1 09:50 Midway, Chicago (MDW)
Southwest Airlines WN 1375 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-07-07 through 2025-08-04
Mon,Thu,Fri 18:35 Love Field, Dallas (DAL) 1 20:50 Midway, Chicago (MDW)
Southwest Airlines WN 1400 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-08-07 through 2025-09-29
Tue,Wed 18:40 Love Field, Dallas (DAL) 1 20:50 Midway, Chicago (MDW)
Southwest Airlines WN 1414 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-11-04 through 2025-11-12
Mon-Thu 18:40 Love Field, Dallas (DAL) 1 20:50 Midway, Chicago (MDW)
Southwest Airlines WN 1414 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-11-17 through 2025-11-20
Mon-Fri 18:40 Love Field, Dallas (DAL) 1 20:50 Midway, Chicago (MDW)
Southwest Airlines WN 1414 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-12-02 through 2025-12-11
Mon-Wed 18:40 Love Field, Dallas (DAL) 1 20:50 Midway, Chicago (MDW)
Southwest Airlines WN 1414 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-12-15 through 2025-12-17
Wed,Thu 18:40 Love Field, Dallas (DAL) 1 20:50 Midway, Chicago (MDW)
Southwest Airlines WN 1414 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-12-24 through 2026-01-01
Sun 06:00 Love Field, Dallas (DAL) 1 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 1522 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2025-11-30
Mon,Thu,Fri,Sun 07:20 Love Field, Dallas (DAL) 1 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 1522 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 07:20 Love Field, Dallas (DAL) 1 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 1522 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-11-21 through 2025-11-28
Fri,Sun 07:20 Love Field, Dallas (DAL) 1 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 1522 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-12-07 through 2025-12-14
Thu 07:20 Love Field, Dallas (DAL) 1 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 1522 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2025-12-18
Mon 07:20 Love Field, Dallas (DAL) 1 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 1522 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2026-01-05
Tue,Wed 10:30 Love Field, Dallas (DAL) 1 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 1522 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-11-04 through 2025-11-12
Mon-Thu 10:30 Love Field, Dallas (DAL) 1 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 1522 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-11-17 through 2025-11-20
Mon-Fri 10:30 Love Field, Dallas (DAL) 1 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 1522 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-12-02 through 2025-12-11
Mon-Wed 10:30 Love Field, Dallas (DAL) 1 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 1522 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-12-15 through 2025-12-17
Wed,Thu 10:30 Love Field, Dallas (DAL) 1 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 1522 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-12-24 through 2026-01-01
Sun 18:35 Love Field, Dallas (DAL) 1 20:50 Midway, Chicago (MDW)
Southwest Airlines WN 1530 Non-stop Boeing 737-700 (73W) 2:15 Operates only on 2025-08-31
Tue,Wed 11:45 Love Field, Dallas (DAL) 1 14:00 Midway, Chicago (MDW)
Southwest Airlines WN 1564 Non-stop Boeing 737-700 (73W) 2:15 Valid until 2025-06-04
Mon-Wed 22:35 Love Field, Dallas (DAL) 1 00:45 Midway, Chicago (MDW)
Southwest Airlines WN 1595 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-11-25 through 2025-12-01
The flight arrives 1 day after departure.
Mon,Tue,Fri,Sun 22:35 Love Field, Dallas (DAL) 1 00:45 Midway, Chicago (MDW)
Southwest Airlines WN 1595 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-12-19 through 2026-01-04
The flight arrives 1 day after departure.
Tue,Wed 19:10 Love Field, Dallas (DAL) 1 21:20 Midway, Chicago (MDW)
Southwest Airlines WN 1757 Non-stop Boeing 737-700 (73W) 2:10 Effective 2025-06-10 through 2025-07-30
Mon-Wed 14:35 Love Field, Dallas (DAL) 1 16:50 Midway, Chicago (MDW)
Southwest Airlines WN 1776 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 14:35 Love Field, Dallas (DAL) 1 16:50 Midway, Chicago (MDW)
Southwest Airlines WN 1776 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-12-19 through 2026-01-04
Sat 14:40 Love Field, Dallas (DAL) 1 16:55 Midway, Chicago (MDW)
Southwest Airlines WN 1776 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-11-22 through 2025-11-29
Sat 14:40 Love Field, Dallas (DAL) 1 16:55 Midway, Chicago (MDW)
Southwest Airlines WN 1776 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-12-20 through 2026-01-03
Tue,Wed 14:20 Love Field, Dallas (DAL) 1 16:30 Midway, Chicago (MDW)
Southwest Airlines WN 1851 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-06-10 through 2025-07-30
Sat 16:55 Love Field, Dallas (DAL) 1 19:05 Midway, Chicago (MDW)
Southwest Airlines WN 1851 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-06-07 through 2025-08-02
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Southwest Airlines flights from Love Field, Dallas (DAL) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-700 (73W)

Valid until 2025-05-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-06-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

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

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

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 737-800 (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)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Effective 2025-08-09 through 2025-09-27
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: 2:10, non-stop
Boeing 737-800 (73H)

Operates only on 2025-06-01
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: 2:10, non-stop
Boeing 737-800 (73H)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (73W)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

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

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-21 through 2025-11-28
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 MAX 8 (7M8)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, 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)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

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

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

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

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, 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.