Flights from Chicago to Cleveland – Direct & connecting routes
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MDW to CLE – All flight route options from Chicago Midway International, Illinois, USA to Cleveland Hopkins International, Ohio, USA. These flights are operated by 2 airlines. Fly non-stop with Southwest Airlines or choose from 1 different transit flights. The shortest flight time is 1 hour and 15 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.
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Chicago to Cleveland flights
With over 43 flights every week and 2 different airlines you have a wide range of options. You can fly non-stop to Cleveland (CLE) from Chicago (MDW) with Southwest Airlines or opt for a connecting flight via Detroit (DTW).
Chicago to Cleveland with Southwest Airlines
You can fly non-stop every weekday with flights departing from 7:00 am to 10:00 pm.
With Delta Air Lines
If you fly from Chicago with Delta Air Lines you will do a stopover in Detroit, DTW before reaching Cleveland. This flight trip will take 4 hours and 33 minutes and you can fly every weekday with departures between 9:00 am and 6:00 pm. Delta Air Lines is a member of SkyTeam.
Distance & flight times: Midway International Airport to Cleveland Hopkins International
The shortest flight time between MDW and CLE is 1 hour and 15 minutes.
Via | Total flight time | Layover time | Distance |
---|---|---|---|
Direct | 1h 15m | - | 307 miles (494 km) |
DTW Detroit | 4h 33m | 2h 30m | 324 miles (521 km) |

