Cheap flights from Boston to Chicago
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Flights to Chicago from Boston
Cheap flights from Boston to Chicago from £59. Boston (United States) - Chicago (United States) return flights from £110. From 04/09/2025 (Thursday) - 08/09/2025 (Monday). Check for the dates with the lowest prices and find the cheapest rates.
Boston to Chicago flight information
DEPARTING FROM:
Logan International
ARRIVING IN:
FSS, Midway, O'Hare International
AIRLINES:
American Airlines, JetBlue Airways, more
AVG FLIGHT TIME:
3h 16m
More information about flights to Chicago from Boston
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