All airlines flying from Kansas City (MCI) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 15:05 Kansas City (MCI) 16:30 Chicago Midway (MDW)
Southwest Airlines WN 1483 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Operates only on 2026-01-03
Tue 07:35 Kansas City (MCI) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 1564 Non-stop Boeing 737 MAX 8 (7M8) 1:35 Operates only on 2026-01-06
Mon-Fri 07:35 Kansas City (MCI) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 1564 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-01-07 through 2026-01-14
Tue-Fri,Sun 07:35 Kansas City (MCI) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 1564 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-01-18 through 2026-01-23
Mon-Fri 07:35 Kansas City (MCI) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 1564 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-01-26 through 2026-02-04
Sun 07:35 Kansas City (MCI) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 1564 Non-stop Boeing 737 MAX 8 (7M8) 1:35 Operates only on 2026-02-08
Mon 07:05 Kansas City (MCI) 08:30 Chicago Midway (MDW)
Southwest Airlines WN 1623 Non-stop Boeing 737-800 (73H) 1:25 Operates only on 2026-01-05
Fri,Sun 07:15 Kansas City (MCI) 08:40 Chicago Midway (MDW)
Southwest Airlines WN 1623 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-01-02 through 2026-01-04
Wed,Thu 10:05 Kansas City (MCI) 11:25 Chicago Midway (MDW)
Southwest Airlines WN 1623 Non-stop Boeing 737-700 (73W) 1:20 Valid until 2026-01-01
Mon,Thu,Fri 08:10 Kansas City (MCI) 09:35 Chicago Midway (MDW)
Southwest Airlines WN 1774 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-06-04 through 2026-08-03
Sun 08:40 Kansas City (MCI) 10:05 Chicago Midway (MDW)
Southwest Airlines WN 1774 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-06-07 through 2026-08-02
Tue,Wed 10:30 Kansas City (MCI) 11:55 Chicago Midway (MDW)
Southwest Airlines WN 1774 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-06-09 through 2026-07-29
Tue,Wed 07:35 Kansas City (MCI) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 1826 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-10 through 2026-02-11
Tue,Wed 07:35 Kansas City (MCI) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 1826 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-18 through 2026-03-04
Mon,Thu,Fri 17:25 Kansas City (MCI) 18:50 Chicago Midway (MDW)
Southwest Airlines WN 2029 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-06-04 through 2026-08-03
Sun 16:25 Kansas City (MCI) 17:50 Chicago Midway (MDW)
Southwest Airlines WN 2079 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Operates only on 2026-05-24
Wed,Thu 11:15 Kansas City (MCI) 12:40 Chicago Midway (MDW)
Southwest Airlines WN 2227 Non-stop Boeing 737-700 (73W) 1:25 Valid until 2026-01-01
Fri,Sun 22:00 Kansas City (MCI) 23:20 Chicago Midway (MDW)
Southwest Airlines WN 2227 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-01-02 through 2026-01-04
Mon,Tue,Fri,Sun 05:10 Kansas City (MCI) 06:40 Chicago Midway (MDW)
Southwest Airlines WN 2251 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Valid until 2026-01-04
Sat 05:30 Kansas City (MCI) 06:55 Chicago Midway (MDW)
Southwest Airlines WN 2251 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Operates only on 2026-01-03
Sat 12:35 Kansas City (MCI) 13:55 Chicago Midway (MDW)
Southwest Airlines WN 2257 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Operates only on 2026-01-03
Mon,Tue,Fri,Sun 13:45 Kansas City (MCI) 15:05 Chicago Midway (MDW)
Southwest Airlines WN 2257 Non-stop Boeing 737-800 (73H) 1:20 Valid until 2026-01-04
Mon 18:20 Kansas City (MCI) 19:45 Chicago Midway (MDW)
Southwest Airlines WN 2280 Non-stop Boeing 737-800 (73H) 1:25 Operates only on 2026-01-05
Mon,Tue,Fri,Sun 19:40 Kansas City (MCI) 21:00 Chicago Midway (MDW)
Southwest Airlines WN 2357 Non-stop Boeing 737-800 (73H) 1:20 Valid until 2026-01-04
Sat 10:45 Kansas City (MCI) 12:10 Chicago Midway (MDW)
Southwest Airlines WN 2359 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-04-11 through 2026-05-30
Sun 10:45 Kansas City (MCI) 12:10 Chicago Midway (MDW)
Southwest Airlines WN 2359 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-04-12 through 2026-05-17
Sun 10:45 Kansas City (MCI) 12:10 Chicago Midway (MDW)
Southwest Airlines WN 2359 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Operates only on 2026-05-31
Sun 12:55 Kansas City (MCI) 14:20 Chicago Midway (MDW)
Southwest Airlines WN 2359 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Operates only on 2026-05-24
Sun 08:45 Kansas City (MCI) 10:10 Chicago Midway (MDW)
Southwest Airlines WN 2407 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 10:05 Kansas City (MCI) 11:30 Chicago Midway (MDW)
Southwest Airlines WN 2407 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-03-05 through 2026-04-06
Sat 10:10 Kansas City (MCI) 11:35 Chicago Midway (MDW)
Southwest Airlines WN 2407 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-03-07 through 2026-04-04
Tue,Wed 10:35 Kansas City (MCI) 12:00 Chicago Midway (MDW)
Southwest Airlines WN 2407 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 07:00 Kansas City (MCI) 08:35 Chicago Midway (MDW)
Southwest Airlines WN 2473 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 07:00 Kansas City (MCI) 08:35 Chicago Midway (MDW)
Southwest Airlines WN 2473 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-20 through 2026-03-01
Sat 07:40 Kansas City (MCI) 09:15 Chicago Midway (MDW)
Southwest Airlines WN 2473 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-14 through 2026-02-28
Sat 15:45 Kansas City (MCI) 17:10 Chicago Midway (MDW)
Southwest Airlines WN 2476 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-14 through 2026-02-28
Mon,Thu,Fri 17:00 Kansas City (MCI) 18:25 Chicago Midway (MDW)
Southwest Airlines WN 2476 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 17:00 Kansas City (MCI) 18:25 Chicago Midway (MDW)
Southwest Airlines WN 2476 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-20 through 2026-03-01
Tue,Wed 15:40 Kansas City (MCI) 17:10 Chicago Midway (MDW)
Southwest Airlines WN 2478 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 06:25 Kansas City (MCI) 07:45 Chicago Midway (MDW)
Southwest Airlines WN 2522 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-08-06 through 2026-09-28
Sun 12:55 Kansas City (MCI) 14:20 Chicago Midway (MDW)
Southwest Airlines WN 2522 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-08-09 through 2026-09-27
Tue 14:00 Kansas City (MCI) 15:25 Chicago Midway (MDW)
Southwest Airlines WN 2522 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-04 through 2026-09-29
Sat 14:30 Kansas City (MCI) 15:55 Chicago Midway (MDW)
Southwest Airlines WN 2522 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-08-08 through 2026-09-26
Mon,Thu,Fri 10:55 Kansas City (MCI) 12:20 Chicago Midway (MDW)
Southwest Airlines WN 2523 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-06 through 2026-09-28
Sat 17:40 Kansas City (MCI) 19:05 Chicago Midway (MDW)
Southwest Airlines WN 2523 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-08-08 through 2026-09-26
Tue,Wed 17:55 Kansas City (MCI) 19:20 Chicago Midway (MDW)
Southwest Airlines WN 2523 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 14:35 Kansas City (MCI) 16:00 Chicago Midway (MDW)
Southwest Airlines WN 2525 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-06 through 2026-09-28
Sun 15:30 Kansas City (MCI) 16:55 Chicago Midway (MDW)
Southwest Airlines WN 2525 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-08-09 through 2026-09-27
Tue,Wed 15:35 Kansas City (MCI) 17:00 Chicago Midway (MDW)
Southwest Airlines WN 2525 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-04 through 2026-09-30
Sun 20:35 Kansas City (MCI) 22:00 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-06-07 through 2026-08-02
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All airlines flying from Kansas City (MCI) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-06
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:35, 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: 1:35, 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: 1:35, 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: 1:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (73W)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-10 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:35, 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: 1:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (73W)

Direct Flights:

Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, 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: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, 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: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:35, 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: 1:35, 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: 1:35, 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: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, 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: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-29
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Kansas City airport (MCI) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 404 miles, or 651 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 1:20 and 1:35.