Flights from Cleveland (CLE) to Chicago (MDW)

Route intelligence for CLE → MDW: direct flights, stopover options, and timetable coverage in one place.

Show route on mapAll flights from CLEAll flights to MDW

Direct flights

1 direct option(s) across 1 airline(s) · 492 km route distance.

  • Southwest Airlines · 63 min · 492 km

Explore these airlines on this city pair

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Southwest Airlines route map →

Stopover options

  • 1 stop(s) · 3h 48m · CLE → MDW
  • 1 stop(s) · 3h 48m · CLE → MDW
  • 1 stop(s) · 3h 55m · CLE → MDW
  • 1 stop(s) · 3h 17m · CLE → MDW
  • 1 stop(s) · 3h 27m · CLE → MDW
  • 1 stop(s) · 4h 36m · CLE → MDW
  • 1 stop(s) · 4h 40m · CLE → MDW
  • 1 stop(s) · 4h 49m · CLE → MDW
  • 1 stop(s) · 4h 49m · CLE → MDW
  • 1 stop(s) · 4h 52m · CLE → MDW
  • 1 stop(s) · 4h 59m · CLE → MDW
  • 1 stop(s) · 4h 59m · CLE → MDW

Timetable coverage

Published flight numbers: WN267

Flight number: WN 267

Operating days: 7

  • CLE 20:10 → MDW 20:25

Plan this city pair

Compare nearby alternatives and airline networks to decide whether a direct trip, one-stop connection, or reverse search gives you better options.

Explore all departures from CLE →Explore all arrivals to MDW →Compare airline network coverage →Browse airports by country →

Route planning checklist

  • Compare direct duration with one-stop total duration before committing to a fare.
  • Check inbound alternatives on flights to MDW when return timing is important.
  • Use Guides for alliance and hub strategy playbooks.
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