All airlines flying from Chicago Midway (MDW) to Denver (DEN).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 21:50 Chicago Midway (MDW) 23:30 Denver (DEN)
Southwest Airlines WN 1399 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-04-12 through 2026-05-17
Sun 21:50 Chicago Midway (MDW) 23:30 Denver (DEN)
Southwest Airlines WN 1399 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-05-31
Sun 05:15 Chicago Midway (MDW) 06:55 Denver (DEN)
Southwest Airlines WN 1418 Non-stop Boeing 737-800 (73H) 2:40 Valid until 2026-01-04
Fri 05:15 Chicago Midway (MDW) 06:55 Denver (DEN)
Southwest Airlines WN 1418 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-01-02
Wed,Thu 07:05 Chicago Midway (MDW) 08:45 Denver (DEN)
Southwest Airlines WN 1418 Non-stop Boeing 737-800 (73H) 2:40 Valid until 2026-01-01
Mon,Thu,Fri 18:00 Chicago Midway (MDW) 19:45 Denver (DEN)
Southwest Airlines WN 1497 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-06-04 through 2026-08-03
Wed,Thu 14:35 Chicago Midway (MDW) 16:15 Denver (DEN)
Southwest Airlines WN 1554 Non-stop Boeing 737-700 (73W) 2:40 Valid until 2026-01-01
Wed,Thu 18:00 Chicago Midway (MDW) 19:40 Denver (DEN)
Southwest Airlines WN 1642 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2026-01-01
Mon 21:40 Chicago Midway (MDW) 23:15 Denver (DEN)
Southwest Airlines WN 1642 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-01-05
Mon,Tue,Fri,Sun 22:30 Chicago Midway (MDW) 00:10 Denver (DEN)
Southwest Airlines WN 1642 Non-stop Boeing 737-800 (73H) 2:40 Valid until 2026-01-04
The flight arrives 1 day after departure.
Thu,Fri,Sun 11:20 Chicago Midway (MDW) 13:05 Denver (DEN)
Southwest Airlines WN 1674 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-11 through 2026-01-16
Mon,Sun 11:20 Chicago Midway (MDW) 13:05 Denver (DEN)
Southwest Airlines WN 1674 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 11:20 Chicago Midway (MDW) 13:05 Denver (DEN)
Southwest Airlines WN 1674 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-01 through 2026-02-06
Mon,Sun 11:20 Chicago Midway (MDW) 13:05 Denver (DEN)
Southwest Airlines WN 1674 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 11:20 Chicago Midway (MDW) 13:05 Denver (DEN)
Southwest Airlines WN 1674 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-17 through 2026-02-23
Mon 11:20 Chicago Midway (MDW) 13:05 Denver (DEN)
Southwest Airlines WN 1674 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-03-02
Sat 13:30 Chicago Midway (MDW) 15:10 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-14 through 2026-02-28
Thu,Fri,Sun 13:45 Chicago Midway (MDW) 15:25 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-01-11 through 2026-01-16
Mon,Sun 13:45 Chicago Midway (MDW) 15:25 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-01-19 through 2026-01-25
Sun 13:45 Chicago Midway (MDW) 15:25 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-02-01
Mon,Thu,Fri 14:05 Chicago Midway (MDW) 15:45 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-05 through 2026-02-09
Tue,Thu,Sun 14:05 Chicago Midway (MDW) 15:45 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-15 through 2026-02-19
Mon 14:05 Chicago Midway (MDW) 15:45 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-23 through 2026-03-02
Mon-Fri 14:10 Chicago Midway (MDW) 15:50 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 14:10 Chicago Midway (MDW) 15:50 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-01-18 through 2026-01-23
Mon-Fri 14:10 Chicago Midway (MDW) 15:50 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 14:10 Chicago Midway (MDW) 15:50 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-08 through 2026-02-11
Tue,Wed 14:10 Chicago Midway (MDW) 15:50 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-18 through 2026-03-04
Mon,Thu 14:20 Chicago Midway (MDW) 16:00 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 14:20 Chicago Midway (MDW) 16:00 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-20 through 2026-03-01
Fri 14:25 Chicago Midway (MDW) 16:10 Denver (DEN)
Southwest Airlines WN 1684 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Operates only on 2026-02-13
Sat 17:35 Chicago Midway (MDW) 19:15 Denver (DEN)
Southwest Airlines WN 1717 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2026-01-03
Mon,Tue,Fri,Sun 17:45 Chicago Midway (MDW) 19:25 Denver (DEN)
Southwest Airlines WN 1717 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2026-01-04
Mon,Thu,Fri 07:50 Chicago Midway (MDW) 09:40 Denver (DEN)
Southwest Airlines WN 1828 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 07:50 Chicago Midway (MDW) 09:40 Denver (DEN)
Southwest Airlines WN 1828 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-20 through 2026-03-01
Sun 08:50 Chicago Midway (MDW) 10:30 Denver (DEN)
Southwest Airlines WN 1866 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-07 through 2026-08-02
Thu,Fri,Sun 08:00 Chicago Midway (MDW) 09:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-01-11 through 2026-01-16
Mon,Sun 08:00 Chicago Midway (MDW) 09:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 08:00 Chicago Midway (MDW) 09:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-01 through 2026-02-06
Mon,Sun 08:00 Chicago Midway (MDW) 09:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 08:00 Chicago Midway (MDW) 09:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-17 through 2026-02-23
Mon 08:00 Chicago Midway (MDW) 09:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2026-03-02
Sat 08:35 Chicago Midway (MDW) 10:30 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-800 (73H) 2:55 Effective 2026-01-10 through 2026-02-07
Tue 10:05 Chicago Midway (MDW) 11:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-01-06
Mon-Fri 10:05 Chicago Midway (MDW) 11:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-01-07 through 2026-01-14
Wed-Fri,Sun 10:05 Chicago Midway (MDW) 11:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-01-18 through 2026-01-23
Mon-Fri 10:05 Chicago Midway (MDW) 11:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 10:05 Chicago Midway (MDW) 11:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-02-08 through 2026-02-11
Tue,Wed 10:05 Chicago Midway (MDW) 11:50 Denver (DEN)
Southwest Airlines WN 2012 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-02-18 through 2026-03-04
Mon 18:35 Chicago Midway (MDW) 20:20 Denver (DEN)
Southwest Airlines WN 2069 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2026-01-05
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All airlines flying from Chicago Midway (MDW) to Denver (DEN).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-01 through 2026-02-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-09 through 2026-02-15
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-17 through 2026-02-23
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-02-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-05 through 2026-02-09
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-15 through 2026-02-19
Mon
-
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-23 through 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-02-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-01 through 2026-02-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-09 through 2026-02-15
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-17 through 2026-02-23
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-10 through 2026-02-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-06
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-07 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Chicago Midway airport (MDW) and arriving at Denver airport (DEN).
  • The flight distance is 893 miles, or 1436 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-7 . 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 2:30 and 2:55.