Flights from Pittsburgh (PIT) to Chicago (MDW)

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

Show route on mapAll flights from PITAll flights to MDW

Direct flights

1 direct option(s) across 1 airline(s) · 646 km route distance.

  • Southwest Airlines · 90 min · 646 km

Explore these airlines on this city pair

Open each airline route-map page to compare broader network depth before committing to a nonstop or one-stop strategy.

Southwest Airlines route map →

Stopover options

  • 1 stop(s) · 3h 58m · PIT → MDW
  • 1 stop(s) · 3h 58m · PIT → MDW
  • 1 stop(s) · 4h 39m · PIT → MDW
  • 1 stop(s) · 4h 44m · PIT → MDW
  • 1 stop(s) · 4h 46m · PIT → MDW
  • 1 stop(s) · 4h 51m · PIT → MDW
  • 1 stop(s) · 4h 1m · PIT → MDW
  • 1 stop(s) · 4h 2m · PIT → MDW
  • 1 stop(s) · 4h 4m · PIT → MDW
  • 1 stop(s) · 4h 12m · PIT → MDW
  • 1 stop(s) · 4h 16m · PIT → MDW
  • 1 stop(s) · 4h 16m · PIT → MDW

Timetable coverage

Published flight numbers: WN2385, WN2834, WN295

Flight number: WN 2385

Operating days: 2, 3

  • PIT 14:00 → MDW 14:25

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 PIT →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.
Back to full map