Flights from Chicago (MDW) to Portland (PDX)

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

Show route on mapAll flights from MDWAll flights to PDX

Direct flights

1 direct option(s) across 1 airline(s) · 2,811 km route distance.

  • Southwest Airlines · 250 min · 2811 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) · 6h 44m · MDW → PDX
  • 1 stop(s) · 6h 44m · MDW → PDX
  • 1 stop(s) · 6h 44m · MDW → PDX
  • 1 stop(s) · 6h 55m · MDW → PDX
  • 1 stop(s) · 6h 55m · MDW → PDX
  • 1 stop(s) · 6h 58m · MDW → PDX
  • 1 stop(s) · 6h 58m · MDW → PDX
  • 1 stop(s) · 6h 58m · MDW → PDX
  • 1 stop(s) · 6h 58m · MDW → PDX
  • 1 stop(s) · 6h 58m · MDW → PDX
  • 1 stop(s) · 6h 58m · MDW → PDX
  • 1 stop(s) · 6h 58m · MDW → PDX

Timetable coverage

Published flight numbers: WN4246, WN806

Flight number: WN 4246

Operating days: 1

  • MDW 10:15 → PDX 12:30

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 MDW →Explore all arrivals to PDX →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 PDX when return timing is important.
  • Use Guides for alliance and hub strategy playbooks.
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