Cleveland to Chicago (CLE–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
CLE–MDW is served by 2 airlines with nonstop service. Southwest Airlines and United Airlines lead the route. The flight covers 306 miles in approximately 1h 15m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 47 | 737, 73H, 7M8, 7S7, B38M | 1h10-1h20 | – | – | |
| UA United Airlines | 1 | 739 | 1h15 | Star Alliance | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Chicago from Cleveland
| Metric | CLE→MDW | CAK→MDW | DTW→MDW |
|---|---|---|---|
| Distance from CLE | – | 40 mi | 95 mi |
| Nonstop airlines | 2 | 2 | 13 |
| Weekly flights | 50 | – | 83 |
| Flight time | 1h 15m | 1h 5m | 1h 10m |
| Departure OTP | 81% | – | – |
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 and United Airlines. With 50 weekly departures, this is a heavily served route.
CLE to MDW Flight Duration and Schedule
Nonstop flight time from CLE to MDW is about 1 hours 15 minutes gate to gate. The route covers a distance of 306 miles (492 km). There are approximately 50 weekly flights outbound and 50 return, totaling 100 flights per week in both directions.
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Detroit Metropolitan Wayne County, Chicago O'Hare and St. Louis Lambert. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Akron (CAK), Detroit (DTW) and Erie (ERI).