Airlines with flights from Chicago to Oklahoma City
There are two airlines with scheduled flights between MDW and OKC. Southwest is the only airline with non-stop flights from Midway International Airport to Will Rogers World and the flight time is 2 hours and 8 minutes.
There are two airlines with scheduled flights between MDW and OKC. Southwest is the only airline with non-stop flights from Midway International Airport to Will Rogers World and the flight time is 2 hours and 8 minutes. Choose airline
Direct
Non-stop
2h 8min
Via Dallas
4h 0min
Via Nashville
4h 0min
Via Minneapolis
6h 8min
Starts 07/06
Via Saint Louis
5h 5min
NEW
Starts 13/09
Via Detroit
5h 0min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 2 hours and 8 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
18 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
MDW
Direct
OKC
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
WN296
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----
----
----
----
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10:00
WN4114
10:10
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10:10
10:10
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WN2751
----
----
----
----
----
10:20
----
WN1321
----
10:30
10:30
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----
----
----
WN3881
21:30
21:55
21:55
21:30
21:30
20:30
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WN1274
----
----
----
----
----
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22:35
The timetable & schedule information was updated at 2026-04-21
Via Dallas with Southwest Airlines
-
Total flight time: 4h 00m - 8h 20m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
43 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
MDW
Via DAL
OKC
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
WN690
WN738
WN738
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----
----
----
----
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05:00
WN1370
WN1327
WN1327
----
06:30
06:30
----
----
----
----
WN3796
WN4128
WN4128
06:40
----
----
06:40
06:40
----
----
WN163
WN686
WN686
----
----
----
----
----
08:50
----
WN1184
WN962
WN962
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----
----
----
----
----
15:40
WN1363
WN962
WN962
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----
----
----
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----
16:05
WN496
WN962
WN962
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----
----
----
----
----
16:45
WN59
WN962
WN962
----
18:05
18:05
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----
----
----
WN2961
WN962
WN962
18:15
----
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18:15
18:15
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19:30
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
-
Total flight time: 4h 00m - 8h 00m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
42 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
MDW
Via BNA
OKC
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
WN1073
WN608
WN608
18:40
17:20
17:20
18:40
18:40
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18:35
The timetable & schedule information was updated at 2026-04-21
Via Minneapolis with Delta Air Lines
-
Total flight time: 6h 08m - 6h 37m.
-
Sky Team Alliance
-
33 flights per week
MDW
Via MSP
OKC
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
DL4820
DL3791
DL3791
13:49
13:49
13:49
13:49
13:49
13:49
13:49
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
-
Total flight time: 5h 05m - 6h 45m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
17 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
MDW
Via STL
OKC
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
WN1646
WN962
WN962
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18:30
The timetable & schedule information was updated at 2026-04-21
