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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 13:25 Kansas City (MCI) 14:50 Chicago Midway (MDW)
Southwest Airlines WN 225 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-01-10 through 2026-02-07
Thu,Fri,Sun 18:05 Kansas City (MCI) 19:30 Chicago Midway (MDW)
Southwest Airlines WN 225 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-01-11 through 2026-01-16
Mon,Sun 18:05 Kansas City (MCI) 19:30 Chicago Midway (MDW)
Southwest Airlines WN 225 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-01-19 through 2026-01-25
Sun 18:05 Kansas City (MCI) 19:30 Chicago Midway (MDW)
Southwest Airlines WN 225 Non-stop Boeing 737-800 (73H) 1:25 Operates only on 2026-02-01
Mon,Thu,Fri 18:05 Kansas City (MCI) 19:30 Chicago Midway (MDW)
Southwest Airlines WN 225 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-05 through 2026-02-09
Tue,Thu,Sun 18:05 Kansas City (MCI) 19:30 Chicago Midway (MDW)
Southwest Airlines WN 225 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-15 through 2026-02-19
Mon 18:05 Kansas City (MCI) 19:30 Chicago Midway (MDW)
Southwest Airlines WN 225 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-23 through 2026-03-02
Tue,Wed 16:50 Kansas City (MCI) 18:15 Chicago Midway (MDW)
Southwest Airlines WN 345 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 19:40 Kansas City (MCI) 21:05 Chicago Midway (MDW)
Southwest Airlines WN 345 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-06-04 through 2026-08-03
Mon,Thu,Fri 13:50 Kansas City (MCI) 15:10 Chicago Midway (MDW)
Southwest Airlines WN 366 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-03-05 through 2026-04-06
Tue,Wed 13:50 Kansas City (MCI) 15:10 Chicago Midway (MDW)
Southwest Airlines WN 366 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-03-10 through 2026-04-01
Sun 13:55 Kansas City (MCI) 15:20 Chicago Midway (MDW)
Southwest Airlines WN 366 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-03-08 through 2026-04-05
Sat 14:15 Kansas City (MCI) 15:40 Chicago Midway (MDW)
Southwest Airlines WN 366 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-03-07 through 2026-04-04
Mon,Thu,Fri 09:25 Kansas City (MCI) 11:00 Chicago Midway (MDW)
Southwest Airlines WN 462 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-05 through 2026-02-09
Tue,Thu,Sun 09:25 Kansas City (MCI) 11:00 Chicago Midway (MDW)
Southwest Airlines WN 462 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-15 through 2026-02-19
Mon 09:25 Kansas City (MCI) 11:00 Chicago Midway (MDW)
Southwest Airlines WN 462 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-23 through 2026-03-02
Thu,Fri,Sun 09:30 Kansas City (MCI) 11:05 Chicago Midway (MDW)
Southwest Airlines WN 462 Non-stop Boeing 737 MAX 8 (7M8) 1:35 Effective 2026-01-11 through 2026-01-16
Mon,Sun 09:30 Kansas City (MCI) 11:05 Chicago Midway (MDW)
Southwest Airlines WN 462 Non-stop Boeing 737 MAX 8 (7M8) 1:35 Effective 2026-01-19 through 2026-01-25
Sun 09:30 Kansas City (MCI) 11:05 Chicago Midway (MDW)
Southwest Airlines WN 462 Non-stop Boeing 737 MAX 8 (7M8) 1:35 Operates only on 2026-02-01
Tue,Wed 18:15 Kansas City (MCI) 19:40 Chicago Midway (MDW)
Southwest Airlines WN 496 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-03-10 through 2026-04-01
Wed,Thu 14:00 Kansas City (MCI) 15:25 Chicago Midway (MDW)
Southwest Airlines WN 537 Non-stop Boeing 737-700 (73W) 1:25 Valid until 2026-01-01
Mon,Thu,Fri 08:00 Kansas City (MCI) 09:25 Chicago Midway (MDW)
Southwest Airlines WN 547 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-04-09 through 2026-06-01
Sun 08:35 Kansas City (MCI) 10:00 Chicago Midway (MDW)
Southwest Airlines WN 547 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-04-12 through 2026-05-17
Sun 08:35 Kansas City (MCI) 10:00 Chicago Midway (MDW)
Southwest Airlines WN 547 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Operates only on 2026-05-31
Tue,Wed 09:10 Kansas City (MCI) 10:35 Chicago Midway (MDW)
Southwest Airlines WN 547 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-04-07 through 2026-06-03
Sun 10:45 Kansas City (MCI) 12:10 Chicago Midway (MDW)
Southwest Airlines WN 547 Non-stop Boeing 737-800 (73H) 1:25 Operates only on 2026-05-24
Mon-Fri 17:25 Kansas City (MCI) 18:50 Chicago Midway (MDW)
Southwest Airlines WN 677 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 17:25 Kansas City (MCI) 18:50 Chicago Midway (MDW)
Southwest Airlines WN 677 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-01-18 through 2026-01-23
Mon-Fri 17:25 Kansas City (MCI) 18:50 Chicago Midway (MDW)
Southwest Airlines WN 677 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 17:25 Kansas City (MCI) 18:50 Chicago Midway (MDW)
Southwest Airlines WN 677 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-02-08 through 2026-02-11
Tue,Wed 17:25 Kansas City (MCI) 18:50 Chicago Midway (MDW)
Southwest Airlines WN 677 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-02-18 through 2026-03-04
Sat 07:50 Kansas City (MCI) 09:15 Chicago Midway (MDW)
Southwest Airlines WN 759 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-08-08 through 2026-09-26
Mon 16:00 Kansas City (MCI) 17:25 Chicago Midway (MDW)
Southwest Airlines WN 864 Non-stop Boeing 737-800 (73H) 1:25 Operates only on 2026-01-05
Thu 17:55 Kansas City (MCI) 19:20 Chicago Midway (MDW)
Southwest Airlines WN 864 Non-stop Boeing 737-800 (73H) 1:25 Valid until 2026-01-01
Sat 11:55 Kansas City (MCI) 13:20 Chicago Midway (MDW)
Southwest Airlines WN 869 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-02-14 through 2026-02-28
Mon,Thu,Fri 12:15 Kansas City (MCI) 13:40 Chicago Midway (MDW)
Southwest Airlines WN 869 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 12:15 Kansas City (MCI) 13:40 Chicago Midway (MDW)
Southwest Airlines WN 869 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-20 through 2026-03-01
Mon,Thu 21:15 Kansas City (MCI) 22:35 Chicago Midway (MDW)
Southwest Airlines WN 943 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 21:15 Kansas City (MCI) 22:35 Chicago Midway (MDW)
Southwest Airlines WN 943 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-20 through 2026-03-01
Sat 10:50 Kansas City (MCI) 12:15 Chicago Midway (MDW)
Southwest Airlines WN 1037 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-06-06 through 2026-08-01
Mon,Thu,Fri 14:10 Kansas City (MCI) 15:35 Chicago Midway (MDW)
Southwest Airlines WN 1070 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 14:10 Kansas City (MCI) 15:35 Chicago Midway (MDW)
Southwest Airlines WN 1070 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-20 through 2026-03-01
Mon,Thu,Fri 05:10 Kansas City (MCI) 06:30 Chicago Midway (MDW)
Southwest Airlines WN 1149 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-08-06 through 2026-09-28
Tue,Wed 18:45 Kansas City (MCI) 20:10 Chicago Midway (MDW)
Southwest Airlines WN 1161 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-04-07 through 2026-06-03
Wed,Thu 07:30 Kansas City (MCI) 08:55 Chicago Midway (MDW)
Southwest Airlines WN 1226 Non-stop Boeing 737-800 (73H) 1:25 Valid until 2026-01-01
Mon 12:15 Kansas City (MCI) 13:40 Chicago Midway (MDW)
Southwest Airlines WN 1226 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Operates only on 2026-01-05
Mon,Thu,Fri 19:05 Kansas City (MCI) 20:30 Chicago Midway (MDW)
Southwest Airlines WN 1246 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-04-09 through 2026-06-01
Sat 13:05 Kansas City (MCI) 14:30 Chicago Midway (MDW)
Southwest Airlines WN 1286 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-04-11 through 2026-05-30
Sat 14:40 Kansas City (MCI) 16:05 Chicago Midway (MDW)
Southwest Airlines WN 1286 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-06-06 through 2026-08-01
Tue,Wed 15:30 Kansas City (MCI) 16:55 Chicago Midway (MDW)
Southwest Airlines WN 1286 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-04-07 through 2026-06-03
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All airlines flying from Kansas City (MCI) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-01-10 through 2026-02-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-02-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-05 through 2026-02-09
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-15 through 2026-02-19
Mon
-
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-23 through 2026-03-02
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 737-700 (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:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:20, 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 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-05 through 2026-02-09
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-15 through 2026-02-19
Mon
-
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
Duration: 1:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-23 through 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:35, 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: 1:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-02-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:35, 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: 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 2026-04-09 through 2026-06-01
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 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
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 737-800 (73H)

Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

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

Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, 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: 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 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:20, 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: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
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 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
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: 1:25, 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 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
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.