Southwest Airlines flights from Denver (DEN) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon-Fri 16:45 Denver (DEN) 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 1454 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2025-12-02 through 2025-12-11
Mon-Wed 16:45 Denver (DEN) 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 1454 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2025-12-15 through 2025-12-17
Wed,Thu 16:45 Denver (DEN) 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 1454 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2025-12-24 through 2026-01-01
Mon,Thu,Fri,Sun 20:45 Denver (DEN) 00:05 Midway, Chicago (MDW)
Southwest Airlines WN 1454 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-11-02 through 2025-11-16
The flight arrives 1 day after departure.
Mon,Fri,Sun 20:45 Denver (DEN) 00:05 Midway, Chicago (MDW)
Southwest Airlines WN 1454 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-11-21 through 2025-11-28
The flight arrives 1 day after departure.
Fri,Sun 20:45 Denver (DEN) 00:05 Midway, Chicago (MDW)
Southwest Airlines WN 1454 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-12-07 through 2025-12-14
The flight arrives 1 day after departure.
Thu 20:45 Denver (DEN) 00:05 Midway, Chicago (MDW)
Southwest Airlines WN 1454 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2025-12-18
The flight arrives 1 day after departure.
Mon 20:45 Denver (DEN) 00:05 Midway, Chicago (MDW)
Southwest Airlines WN 1454 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2026-01-05
The flight arrives 1 day after departure.
Sun 20:55 Denver (DEN) 00:15 Midway, Chicago (MDW)
Southwest Airlines WN 1454 Non-stop Boeing 737-800 (73H) 2:20 Operates only on 2025-11-30
The flight arrives 1 day after departure.
Mon,Thu,Fri 17:20 Denver (DEN) 20:40 Midway, Chicago (MDW)
Southwest Airlines WN 1465 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-08-07 through 2025-09-29
Sat 17:35 Denver (DEN) 21:00 Midway, Chicago (MDW)
Southwest Airlines WN 1465 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-08-09 through 2025-09-27
Tue,Wed 18:45 Denver (DEN) 22:05 Midway, Chicago (MDW)
Southwest Airlines WN 1465 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-08-05 through 2025-10-01
Sun 21:10 Denver (DEN) 00:30 Midway, Chicago (MDW)
Southwest Airlines WN 1465 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-08-10 through 2025-08-24
The flight arrives 1 day after departure.
Sun 21:10 Denver (DEN) 00:30 Midway, Chicago (MDW)
Southwest Airlines WN 1465 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-09-07 through 2025-09-28
The flight arrives 1 day after departure.
Tue,Wed 07:15 Denver (DEN) 10:35 Midway, Chicago (MDW)
Southwest Airlines WN 1478 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-10-07 through 2025-10-29
Sun 08:00 Denver (DEN) 11:25 Midway, Chicago (MDW)
Southwest Airlines WN 1478 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-10-05 through 2025-10-26
Sat 08:15 Denver (DEN) 11:40 Midway, Chicago (MDW)
Southwest Airlines WN 1478 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 09:20 Denver (DEN) 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 1478 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-10-02 through 2025-10-31
Sat 08:00 Denver (DEN) 11:25 Midway, Chicago (MDW)
Southwest Airlines WN 1646 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-08-09 through 2025-09-27
Mon,Thu,Fri 09:15 Denver (DEN) 12:35 Midway, Chicago (MDW)
Southwest Airlines WN 1646 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-08-07 through 2025-09-29
Sun 09:20 Denver (DEN) 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 1646 Non-stop Boeing 737-800 (73H) 2:20 Operates only on 2025-08-31
Sun 09:45 Denver (DEN) 13:10 Midway, Chicago (MDW)
Southwest Airlines WN 1646 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-08-10 through 2025-08-24
Sun 09:45 Denver (DEN) 13:10 Midway, Chicago (MDW)
Southwest Airlines WN 1646 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-09-07 through 2025-09-28
Tue,Wed 10:25 Denver (DEN) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 1646 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-08-05 through 2025-10-01
Sun 20:05 Denver (DEN) 23:20 Midway, Chicago (MDW)
Southwest Airlines WN 1755 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-10-05 through 2025-10-26
Sun 05:10 Denver (DEN) 08:30 Midway, Chicago (MDW)
Southwest Airlines WN 1762 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 05:25 Denver (DEN) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 1762 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-10-02 through 2025-10-31
Sat 05:40 Denver (DEN) 09:00 Midway, Chicago (MDW)
Southwest Airlines WN 1762 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-10-04 through 2025-11-01
Tue,Wed 10:15 Denver (DEN) 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 1762 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2025-10-07 through 2025-10-29
Sun 16:55 Denver (DEN) 20:15 Midway, Chicago (MDW)
Southwest Airlines WN 1981 Non-stop Boeing 737-800 (73H) 2:20 Operates only on 2025-08-31
Sun 17:00 Denver (DEN) 20:20 Midway, Chicago (MDW)
Southwest Airlines WN 1981 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-08-10 through 2025-08-24
Sun 17:00 Denver (DEN) 20:20 Midway, Chicago (MDW)
Southwest Airlines WN 1981 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-09-07 through 2025-09-28
Mon-Wed 20:20 Denver (DEN) 23:40 Midway, Chicago (MDW)
Southwest Airlines WN 2007 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 20:20 Denver (DEN) 23:40 Midway, Chicago (MDW)
Southwest Airlines WN 2007 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-12-19 through 2026-01-04
Sat 20:25 Denver (DEN) 23:45 Midway, Chicago (MDW)
Southwest Airlines WN 2007 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2025-11-22 through 2025-11-29
Sat 20:25 Denver (DEN) 23:45 Midway, Chicago (MDW)
Southwest Airlines WN 2007 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2025-12-20 through 2026-01-03
Sun 16:45 Denver (DEN) 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2025-11-30
Mon,Thu,Fri,Sun 16:50 Denver (DEN) 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 16:50 Denver (DEN) 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-11-21 through 2025-11-28
Fri,Sun 16:50 Denver (DEN) 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-12-07 through 2025-12-14
Thu 16:50 Denver (DEN) 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2025-12-18
Mon 16:50 Denver (DEN) 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2026-01-05
Sat 17:10 Denver (DEN) 20:25 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-11-08 through 2025-11-15
Sat 17:10 Denver (DEN) 20:25 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-12-06 through 2025-12-13
Tue,Wed 18:55 Denver (DEN) 22:15 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-11-04 through 2025-11-12
Mon-Thu 18:55 Denver (DEN) 22:15 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-11-17 through 2025-11-20
Mon-Fri 18:55 Denver (DEN) 22:15 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-12-02 through 2025-12-11
Mon-Wed 18:55 Denver (DEN) 22:15 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-12-15 through 2025-12-17
Wed,Thu 18:55 Denver (DEN) 22:15 Midway, Chicago (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-12-24 through 2026-01-01
Mon-Wed 15:50 Denver (DEN) 19:10 Midway, Chicago (MDW)
Southwest Airlines WN 2128 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-11-25 through 2025-12-01
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Southwest Airlines flights from Denver (DEN) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-09 through 2025-09-27
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: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2025-10-07 through 2025-10-29
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: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-08-31
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: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-09-07 through 2025-09-28
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: 2:20, non-stop
Boeing 737-800 (73H)

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)

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

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-08-31
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: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

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

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

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

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

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

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the Denver airport (DEN) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 893 miles, or 1436 km.
  • The timezone of the departure airport is UTC-7 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 2:15 and 2:30.