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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon 19:05 Denver (DEN) 22:25 Chicago Midway (MDW)
Southwest Airlines WN 2090 Non-stop Boeing 737-800 (73H) 2:20 Operates only on 2026-03-02
Thu,Fri 19:55 Denver (DEN) 23:10 Chicago Midway (MDW)
Southwest Airlines WN 2090 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-12 through 2026-02-13
Mon 19:55 Denver (DEN) 23:10 Chicago Midway (MDW)
Southwest Airlines WN 2090 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-02-16
Thu,Fri,Sun 19:55 Denver (DEN) 23:10 Chicago Midway (MDW)
Southwest Airlines WN 2090 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-20 through 2026-03-01
Sat 20:25 Denver (DEN) 23:45 Chicago Midway (MDW)
Southwest Airlines WN 2090 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-02-14 through 2026-02-28
Mon,Thu,Fri 07:40 Denver (DEN) 11:00 Chicago Midway (MDW)
Southwest Airlines WN 2115 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-03-05 through 2026-04-06
Tue,Wed,Sat 08:10 Denver (DEN) 11:35 Chicago Midway (MDW)
Southwest Airlines WN 2115 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-03-07 through 2026-04-04
Sun 08:20 Denver (DEN) 11:45 Chicago Midway (MDW)
Southwest Airlines WN 2115 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-03-08 through 2026-04-05
Mon 16:55 Denver (DEN) 20:15 Chicago Midway (MDW)
Southwest Airlines WN 2123 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2026-01-05
Mon,Tue,Fri,Sun 15:50 Denver (DEN) 19:10 Chicago Midway (MDW)
Southwest Airlines WN 2128 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2026-01-04
Mon,Fri 10:43 Denver (DEN) 14:05 Chicago Midway (MDW)
Frontier Airlines F9 2210 Non-stop Airbus A320neo (32N) 2:22 Effective 2026-01-09 through 2026-01-12
Mon,Fri 16:32 Denver (DEN) 19:54 Chicago Midway (MDW)
Frontier Airlines F9 2210 Non-stop Airbus A320neo (32N) 2:22 Effective 2026-01-16 through 2026-01-19
Sun 18:27 Denver (DEN) 21:50 Chicago Midway (MDW)
Frontier Airlines F9 2210 Non-stop Airbus A320neo (32N) 2:23 Valid until 2026-01-04
Fri,Sun 12:20 Denver (DEN) 15:35 Chicago Midway (MDW)
Southwest Airlines WN 2310 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-01-02 through 2026-01-04
Sat 14:50 Denver (DEN) 18:10 Chicago Midway (MDW)
Southwest Airlines WN 2333 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-02-14 through 2026-02-28
Mon,Tue,Fri,Sun 10:00 Denver (DEN) 13:20 Chicago Midway (MDW)
Southwest Airlines WN 2402 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2026-01-04
Sat 11:00 Denver (DEN) 14:15 Chicago Midway (MDW)
Southwest Airlines WN 2402 Non-stop Boeing 737-800 (73H) 2:15 Valid until 2026-01-03
Sat 07:15 Denver (DEN) 10:40 Chicago Midway (MDW)
Southwest Airlines WN 2527 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2026-01-03
Mon,Tue,Fri,Sun 07:35 Denver (DEN) 11:00 Chicago Midway (MDW)
Southwest Airlines WN 2527 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2026-01-04
Mon 09:15 Denver (DEN) 12:35 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-800 (73H) 2:20 Operates only on 2026-01-05
Wed,Thu 12:40 Denver (DEN) 15:55 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-700 (73W) 2:15 Valid until 2026-01-01
Wed,Thu 09:40 Denver (DEN) 13:00 Chicago Midway (MDW)
Southwest Airlines WN 2532 Non-stop Boeing 737-700 (73W) 2:20 Valid until 2026-01-01
Mon 19:35 Denver (DEN) 22:55 Chicago Midway (MDW)
Southwest Airlines WN 2532 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2026-01-05
Sat 17:10 Denver (DEN) 20:30 Chicago Midway (MDW)
Southwest Airlines WN 2556 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-01-10 through 2026-02-07
Mon-Fri 18:25 Denver (DEN) 21:50 Chicago Midway (MDW)
Southwest Airlines WN 2556 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 18:25 Denver (DEN) 21:50 Chicago Midway (MDW)
Southwest Airlines WN 2556 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-01-18 through 2026-01-23
Mon-Fri 18:25 Denver (DEN) 21:50 Chicago Midway (MDW)
Southwest Airlines WN 2556 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 18:25 Denver (DEN) 21:50 Chicago Midway (MDW)
Southwest Airlines WN 2556 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-02-08 through 2026-02-11
Tue,Wed 18:25 Denver (DEN) 21:50 Chicago Midway (MDW)
Southwest Airlines WN 2556 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-02-18 through 2026-03-04
Mon 14:10 Denver (DEN) 17:25 Chicago Midway (MDW)
Southwest Airlines WN 2562 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Operates only on 2026-01-05
Sat 05:55 Denver (DEN) 09:20 Chicago Midway (MDW)
Southwest Airlines WN 2613 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-03-07 through 2026-04-04
Sun 06:15 Denver (DEN) 09:40 Chicago Midway (MDW)
Southwest Airlines WN 2613 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 06:20 Denver (DEN) 09:45 Chicago Midway (MDW)
Southwest Airlines WN 2613 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-03-05 through 2026-04-06
Tue,Wed 06:25 Denver (DEN) 09:50 Chicago Midway (MDW)
Southwest Airlines WN 2613 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-03-10 through 2026-04-01
Tue,Wed 13:40 Denver (DEN) 17:05 Chicago Midway (MDW)
Southwest Airlines WN 2613 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-08-04 through 2026-09-30
Sat 19:05 Denver (DEN) 22:20 Chicago Midway (MDW)
Southwest Airlines WN 2622 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-03-07 through 2026-04-04
Sun 19:20 Denver (DEN) 22:40 Chicago Midway (MDW)
Southwest Airlines WN 2622 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 19:30 Denver (DEN) 22:50 Chicago Midway (MDW)
Southwest Airlines WN 2622 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-03-05 through 2026-04-06
Mon-Fri 16:35 Denver (DEN) 19:55 Chicago Midway (MDW)
Southwest Airlines WN 2680 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 16:35 Denver (DEN) 19:55 Chicago Midway (MDW)
Southwest Airlines WN 2680 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-01-18 through 2026-01-23
Mon-Fri 16:35 Denver (DEN) 19:55 Chicago Midway (MDW)
Southwest Airlines WN 2680 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 16:35 Denver (DEN) 19:55 Chicago Midway (MDW)
Southwest Airlines WN 2680 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-02-08 through 2026-02-11
Tue,Wed 16:35 Denver (DEN) 19:55 Chicago Midway (MDW)
Southwest Airlines WN 2680 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-02-18 through 2026-03-04
Wed,Thu 13:55 Denver (DEN) 17:10 Chicago Midway (MDW)
Southwest Airlines WN 2719 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Valid until 2026-01-01
Tue,Wed 10:15 Denver (DEN) 13:45 Chicago Midway (MDW)
Southwest Airlines WN 2761 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 10:25 Denver (DEN) 13:50 Chicago Midway (MDW)
Southwest Airlines WN 2761 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-03-05 through 2026-04-06
Sun 10:25 Denver (DEN) 13:50 Chicago Midway (MDW)
Southwest Airlines WN 2761 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-03-08 through 2026-04-05
Sat 10:30 Denver (DEN) 13:55 Chicago Midway (MDW)
Southwest Airlines WN 2761 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-03-07 through 2026-04-04
Mon,Tue,Fri,Sun 18:15 Denver (DEN) 21:35 Chicago Midway (MDW)
Southwest Airlines WN 2778 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2026-01-04
Sat 18:35 Denver (DEN) 21:55 Chicago Midway (MDW)
Southwest Airlines WN 2778 Non-stop Boeing 737-800 (73H) 2:20 Valid until 2026-01-03
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All airlines flying from Denver (DEN) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-12 through 2026-02-13
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-02-16
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:15, 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: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

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

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-09 through 2026-01-12
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:22, non-stop
Airbus A320neo (32N)

Direct Flights:

Effective 2026-01-16 through 2026-01-19
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:22, non-stop
Airbus A320neo (32N)

Direct Flights:

Valid until 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:23, non-stop
Airbus A320neo (32N)

Direct Flights:

Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (73W)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (73W)

Direct Flights:

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

Direct Flights:

Effective 2026-01-10 through 2026-02-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, 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: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Denver airport (DEN) and arriving at Chicago Midway 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 2:35.