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
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Total flight time: 1 hour and 20 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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25 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 (winglets) Passenger/BBJ1Boeing 737-800 (winglets) Passenger/BBJ2
CLE
Direct
MDW
W49, Dec 02 - Dec 08
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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The timetable & schedule information was updated at 2024-11-19
Via Detroit with Delta Air Lines
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Total flight time: 2h 55m - 5h 09m.
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Sky Team Alliance
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19 flights per week
CLE
Via DTW
MDW
W49, Dec 02 - Dec 08
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
DL3646
DL3858
DL3858
06:35
06:35
06:35
06:35
06:35
06:35
06:35
DL5392
DL3867
DL3867
10:24
10:24
10:24
10:24
10:28
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10:28
DL5652
DL3869
DL3869
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14:15
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DL3672
DL3869
DL3869
14:26
14:26
14:26
14:26
14:37
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14:37
The timetable & schedule information was updated at 2024-11-19