Flights from Chicago (MDW) to San Diego (SAN)

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

Show route on mapAll flights from MDWAll flights to SAN

Direct flights

1 direct option(s) across 1 airline(s) · 2,776 km route distance.

  • Southwest Airlines · 245 min · 2776 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 50m · MDW → SAN
  • 1 stop(s) · 6h 55m · MDW → SAN
  • 1 stop(s) · 6h 4m · MDW → SAN
  • 1 stop(s) · 6h 4m · MDW → SAN
  • 1 stop(s) · 6h 4m · MDW → SAN
  • 1 stop(s) · 6h 5m · MDW → SAN
  • 1 stop(s) · 6h 5m · MDW → SAN
  • 1 stop(s) · 6h 5m · MDW → SAN
  • 1 stop(s) · 6h 5m · MDW → SAN
  • 1 stop(s) · 6h 6m · MDW → SAN
  • 1 stop(s) · 6h 8m · MDW → SAN
  • 1 stop(s) · 6h 10m · MDW → SAN

Timetable coverage

Published flight numbers: WN1005, WN518

Published schedule snapshot may be stale

Flight number: WN 1005

Operating days: 3

  • MDW 20:45 → SAN 22:55

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 SAN →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 SAN when return timing is important.
  • Use Guides for alliance and hub strategy playbooks.
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