Flights from Chicago (MDW) to Boston (BOS)

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

Show route on mapAll flights from MDWAll flights to BOS

Direct flights

No direct flights currently listed. See stopover options below.

Stopover options

  • No stopover itineraries available.

Timetable coverage

Published flight numbers: WN356, WN1405, WN1498, WN2270, WN1374, WN232

Flight number: WN 356

Operating days: 6

  • MDW 08:15 → BOS 11:30

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