Direct flights from Cleveland to Chicago
26 nonstop flights a week on 1 airline. Zero layovers — one hop from CLE to MDW.
Flight time: about 54m nonstop
Which days does it fly?
When does it fly?
Departure times in Cleveland local time, from flights observed over the last 7 days.
| Flight | Departs | Duration | Days |
|---|---|---|---|
| Southwest SWA1142 | 8:52a | 56m | Thu |
| Southwest SWA1142 | 8:56a | 54m | Tue, Wed, Sat, Sun |
| Southwest SWA1142 | 9:16a | 50m | Fri |
| Southwest SWA1142 | 9:28a | 49m | Mon |
| Southwest SWA1654 | 1:00p | 49m | Tue |
| Southwest SWA1654 | 1:11p | 1h | Wed |
| Southwest SWA2097 | 1:57p | 56m | Fri |
| Southwest SWA1354 | 2:11p | 50m | Sun |
| Southwest SWA2097 | 2:23p | 51m | Mon |
| Southwest SWA2097 | 2:47p | 50m | Thu |
| Southwest SWA4949 | 4:11p | 55m | Sun |
| Southwest SWA4949 | 4:59p | 57m | Sat |
| Southwest SWA491 | 5:26p | 51m | Tue |
| Southwest SWA491 | 5:39p | 49m | Wed |
| Southwest SWA1401 | 5:59p | 51m | Mon, Thu |
| Southwest SWA175 | 7:20p | 49m | Tue–Wed |
| Southwest SWA1401 | 7:27p | 1h25m | Fri |
| Southwest SWA175 | 7:33p | 58m | Thu |
| Southwest SWA1456 | 7:35p | 54m | Sun |
| Southwest SWA175 | 7:41p | 1h | Fri |
| Southwest SWA175 | 8:28p | 1h3m | Mon |
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The route
One hop: CLE → MDWDrag to pan · scroll with ⌘/Ctrl to zoom · arrow keys when focused
Nonstop from Cleveland (CLE) to Chicago (MDW)
Cleveland Hopkins International Airport (CLE) has 26 nonstop flights a week to Chicago (MDW), operated by Southwest. No layovers, no connections — one hop out of CLE and you're there.
This route flies every day of the week, so any travel day works. Route data updated September 2026 from observed departures.
Route data updated September 2026 from observed flight departures. Schedules change — always confirm with the airline before booking.
How long is the flight from Cleveland to Chicago?
The nonstop flight from Cleveland (CLE) to Chicago (MDW) takes about 54m in the air, based on recently observed nonstop departures.
How long does it take to drive from Cleveland to Chicago?
Driving from Cleveland to Chicago takes about 5h 18m, covering roughly 345 miles. The nonstop flight takes about 54m.