Cleveland to Chicago (CLE–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No nonstop flights on this route. connecting options below.
CLE–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 306 miles in approximately 1h 4m. Beyond nonstop, 130 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 21 | 737, 7M8, 7S7 | 1h15-1h20 | – | – |
Weekly Schedule Pattern
Connection Landscape
Other ways to reach Chicago from Cleveland
| Metric | CLE→MDW | CAK→MDW | DTW→MDW |
|---|---|---|---|
| Distance from CLE | – | 40 mi | 95 mi |
| Nonstop airlines | 1 | 2 | 10 |
| Weekly flights | 22 | – | 84 |
| Flight time | 1h 4m | 1h 5m | 1h 8m |
| Departure OTP | 100% | – | – |
Travel Essentials
CLE: EDT · MDW: CDT
When it's 6:00 PM in Cleveland, it's 5:00 PM in Chicago.
CLE–MDW Quick Facts
Frequently Asked Questions
Flights from CLE to MDW
Cleveland Hopkins International Airport (CLE) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 22 weekly departures, this is a well served route.
CLE to MDW Flight Duration and Schedule
Nonstop flight time from CLE to MDW ranges from 1 hours 4 minutes to 1 hours 20 minutes. The route covers a distance of 306 miles (492 km). There are approximately 22 weekly flights outbound and 21 return, totaling 43 flights per week in both directions.
Connecting Options and Alternatives
130 one-stop connections are available, with the fastest taking approximately 2 hours via CGF. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Akron (CAK), Detroit (DTW) and Erie (ERI).