Airlines with flights from Oklahoma City to Chicago

There are two airlines with scheduled flights between OKC and MDW. Southwest is the only airline with non-stop flights from Will Rogers World to Midway International Airport and the flight time is 1 hour and 55 minutes.

Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 1 hour and 55 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 10 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
OKC
Direct
MDW

The timetable & schedule information was updated at 2025-01-15

Via Saint Louis with Southwest Airlines

  • Total flight time: 3h 10m - 5h 35m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 12 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
OKC
 
Via STL
 
MDW
 
Flight
Mon
Feb 10
Tue
Feb 11
Wed
Feb 12
Thu
Feb 13
Fri
Feb 14
Sat
Feb 15
Sun
Feb 16
WN1707
WN4153
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----
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06:00
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WN1707
WN2364
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06:45
06:45
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----
WN2713
WN3079
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----
----
----
----
11:00
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WN3350
WN3079
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----
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12:55
12:55
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12:55
WN3904
WN1253
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15:50
15:50
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----
----
----
WN543
WN491
----
----
----
----
----
16:30
----
WN543
WN1253
----
----
----
----
----
16:30
----
WN3904
WN3012
17:00
----
----
----
----
----
----
WN3904
WN2455
----
----
----
18:00
18:00
----
18:00
SHOW RETURN SCHEDULE
CHECK PRICES FOR OKC - MDW

The timetable & schedule information was updated at 2025-01-15

Via Minneapolis with Delta Air Lines

  • Total flight time: 5h 27m - 5h 50m.
  • Sky Team Alliance
  • 6 flights per week
OKC
 
Via MSP
 
MDW

The timetable & schedule information was updated at 2025-01-15

Via Minneapolis with Southwest Airlines

  • Total flight time: 7h 30m - 7h 30m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 3 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
OKC
 
Via MSP
 
MDW
 
Flight
Mon
Feb 10
Tue
Feb 11
Wed
Feb 12
Thu
Feb 13
Fri
Feb 14
Sat
Feb 15
Sun
Feb 16
WN1707
WN4153
----
----
----
----
----
06:00
----
WN1707
WN2364
----
06:45
06:45
----
----
----
----
WN2713
WN3079
----
----
----
----
----
11:00
----
WN3350
WN3079
----
----
----
12:55
12:55
----
12:55
WN3904
WN1253
----
15:50
15:50
----
----
----
----
WN543
WN491
----
----
----
----
----
16:30
----
WN543
WN1253
----
----
----
----
----
16:30
----
WN3904
WN3012
17:00
----
----
----
----
----
----
WN3904
WN2455
----
----
----
18:00
18:00
----
18:00
SHOW RETURN SCHEDULE
CHECK PRICES FOR OKC - MDW

The timetable & schedule information was updated at 2025-01-15

Via Nashville with Southwest Airlines

  • Total flight time: 3h 55m - 6h 15m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 1 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
OKC
 
Via BNA
 
MDW
 
Flight
Mon
Feb 10
Tue
Feb 11
Wed
Feb 12
Thu
Feb 13
Fri
Feb 14
Sat
Feb 15
Sun
Feb 16
WN1707
WN4153
----
----
----
----
----
06:00
----
WN1707
WN2364
----
06:45
06:45
----
----
----
----
WN2713
WN3079
----
----
----
----
----
11:00
----
WN3350
WN3079
----
----
----
12:55
12:55
----
12:55
WN3904
WN1253
----
15:50
15:50
----
----
----
----
WN543
WN491
----
----
----
----
----
16:30
----
WN543
WN1253
----
----
----
----
----
16:30
----
WN3904
WN3012
17:00
----
----
----
----
----
----
WN3904
WN2455
----
----
----
18:00
18:00
----
18:00
SHOW RETURN SCHEDULE
CHECK PRICES FOR OKC - MDW

The timetable & schedule information was updated at 2025-01-15

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