Airlines with flights from Kansas City to Chicago
There are two airlines with scheduled flights between MCI and MDW. Southwest is the only airline with non-stop flights from Kansas City International Airport to Midway International Airport and the flight time is 1 hour and 25 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 1 hour and 25 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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58 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MCI
Direct
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN4276
05:15
05:20
05:20
05:15
05:15
05:05
05:05
WN2569
06:15
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06:15
06:15
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06:30
WN3980
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08:10
08:10
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----
----
----
WN1774
08:15
10:30
10:30
08:15
08:15
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08:40
WN1037
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----
----
----
----
10:50
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WN2571
10:50
12:25
12:25
10:50
10:50
----
14:30
WN2572
14:10
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----
14:10
14:10
13:20
17:45
WN3850
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14:30
14:30
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----
----
----
WN1286
----
----
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----
----
14:40
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WN2478
----
15:40
15:40
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----
----
----
WN345
19:55
16:50
16:50
19:55
19:55
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WN2029
17:25
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17:25
17:25
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WN954
----
----
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18:00
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WN4042
----
----
----
----
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19:20
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
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Total flight time: 2h 45m - 5h 15m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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86 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MCI
Via STL
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2585
WN1373
WN1373
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08:30
08:30
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----
----
----
WN286
WN556
WN556
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13:40
13:40
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WN2083
WN556
WN556
13:45
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13:45
13:45
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13:55
WN2083
WN2468
WN2468
----
----
----
----
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13:50
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WN1031
WN3957
WN3957
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----
----
----
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16:50
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WN3009
WN3957
WN3957
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----
----
----
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18:00
WN4341
WN3957
WN3957
18:05
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18:05
18:05
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----
The timetable & schedule information was updated at 2026-04-21
Via Milwaukee with Southwest Airlines
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Total flight time: 3h 00m - 3h 55m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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6 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MCI
Via MKE
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2026-04-21
Via Indianapolis with Southwest Airlines
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Total flight time: 3h 05m - 4h 30m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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14 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MCI
Via IND
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN1432
WN961
WN961
13:30
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13:30
13:30
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----
The timetable & schedule information was updated at 2026-04-21
Via Minneapolis with Delta Air Lines
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Total flight time: 3h 45m - 5h 49m.
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Sky Team Alliance
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39 flights per week
MCI
Via MSP
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL4867
DL4820
DL4820
09:13
09:13
09:13
09:13
09:13
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09:13
DL3608
DL4714
DL4714
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----
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----
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12:37
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DL1608
DL4714
DL4714
12:39
12:39
12:39
12:39
12:39
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12:39
The timetable & schedule information was updated at 2026-04-21

There are two airlines with scheduled flights between MCI and MDW. Southwest is the only airline with non-stop flights from Kansas City International Airport to Midway International Airport and the flight time is 1 hour and 25 minutes.