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

No direct flights currently listed. See stopover options below.

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: WN175

Flight number: WN 175

Operating days: 2, 3

  • CLE 19:15 → MDW 19:30

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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