Cheap Flights from Chicago to Boston
Compare cheap flights from Chicago (ORD) to Boston (BOS) on Tripile, with fares from around $89. The route takes about 2h 45m, and April is often the best month for low prices.
Airlines on This Route
Popular airlines flying Chicago to Boston include American Airlines, United, JetBlue, Spirit. Compare their schedules, baggage rules, and prices side by side, then book the option that fits your trip.