Airlines with flights from Cleveland to Chicago

There are two airlines with scheduled flights between CLE and MDW. Southwest is the only airline with non-stop flights from Cleveland Hopkins International to Midway International Airport and the flight time is 1 hour and 20 minutes. You can also connect with Delta via Detroit with a flight time of 2 hours and 55 minutes.

Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 1 hour and 20 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 25 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
CLE
Direct
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN4191
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08:35
08:35
08:35
08:35
06:10
06:35
WN669
06:30
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WN2602
12:55
12:05
12:05
12:05
12:05
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14:00
WN961
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16:15
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WN4165
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18:15
18:15
18:15
18:15
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WN1793
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19:25
WN4999
19:30
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SHOW RETURN SCHEDULE
CHECK PRICES FOR CLE - MDW

The timetable & schedule information was updated at 2024-11-19

Via Detroit with Delta Air Lines

  • Total flight time: 2h 55m - 5h 09m.
  • Sky Team Alliance
  • 19 flights per week
CLE
 
Via DTW
 
MDW

The timetable & schedule information was updated at 2024-11-19

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