Airlines with flights from Chicago to Cleveland
There are two airlines with scheduled flights between MDW and CLE. Southwest is the only airline with non-stop flights from Midway International Airport to Cleveland Hopkins International and the flight time is 1 hour and 15 minutes. You can also connect with Delta via Detroit with a flight time of 2 hours and 44 minutes.
There are two airlines with scheduled flights between MDW and CLE. Southwest is the only airline with non-stop flights from Midway International Airport to Cleveland Hopkins International and the flight time is 1 hour and 15 minutes. You can also connect with Delta via Detroit with a flight time of 2 hours and 44 minutes. Choose airline
Direct
Non-stop
1h 15min
Via Detroit
2h 44min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 1 hour and 15 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
26 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MDW
Direct
CLE
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN4969
----
08:35
08:35
----
----
07:40
----
WN4088
07:55
----
----
----
----
----
----
WN646
----
----
----
08:05
08:05
----
----
WN232
----
----
----
----
----
----
08:05
WN1813
12:15
----
----
----
----
----
----
WN3666
----
12:35
12:35
16:25
16:25
----
13:10
WN2523
----
----
----
13:00
13:00
----
----
WN3643
----
16:15
16:15
----
----
----
15:20
WN591
----
----
----
----
----
15:20
----
WN4506
17:25
----
----
----
----
----
----
WN374
----
18:05
18:05
----
----
----
18:15
WN1893
----
----
----
18:30
18:30
----
----
WN4153
19:35
----
----
----
----
----
----
The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
-
Total flight time: 2h 44m - 5h 00m.
-
Sky Team Alliance
-
99 flights per week
MDW
Via DTW
CLE
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
DL4674
DL3559
DL3559
09:20
09:20
09:20
09:20
09:20
09:20
09:20
DL4688
DL3974
DL3974
----
----
----
----
----
13:16
----
DL4688
DL4954
DL4954
13:16
13:16
13:16
13:16
13:16
----
13:16
DL4690
DL3646
DL3646
18:58
18:58
18:58
18:58
18:58
----
18:58
The timetable & schedule information was updated at 2026-04-21
