Flights from Boston (BOS) to Chicago (ORD)

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

Direct flights

No direct flights currently listed. See stopover options below.

Stopover options

  • No stopover itineraries available.

Timetable coverage

Published flight numbers: AA1239, AA1251, AA1253, AA1256, AA1457, AS4272, AS4570, AV2277, AZ4382, AZ4383, AZ4384, B6311, B6811, BA1733, CX7594, DL2570, DL2646, DL2804, DL2816, EK6022 …

Published schedule snapshot may be stale

Flight number: AA 1239

Operating days: 1, 2, 3, 4, 5, 6, 7

  • BOS 09:06ORD 11:05

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.

Route planning checklist

  • Compare direct duration with one-stop total duration before committing to a fare.
  • Check inbound alternatives on flights to ORD when return timing is important.
  • Use Guides for alliance and hub strategy playbooks.
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