Find United Airlines cheap flights from Chicago to Boston. Enjoy a Chicago to Boston modern flight experience in premium cabins with Wi-Fi.

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Our data shows that the cheapest route for a return flight from Chicago to Boston cost $121 and was between Chicago O'Hare Intl Airport (ORD) and Boston (BOS). On average, the best prices are found if you fly from Chicago Midway Airport (MDW) to Boston (BOS).

Flights from Chicago to Boston. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to Boston. Find the best flights fast, track prices, and...

Jan 21, 2025 · Find the best deals on flights from Chicago (CHIA) to Boston Logan International (BOS). Compare prices from hundreds of major travel agents and airlines, all in one search.

Jan 28, 2025 · All direct (non-stop) flights from Chicago to Boston. See airlines, aircrafts, flight time and distance, flight schedules and timetables.

Compare cheap flights and find tickets from Chicago (CHIA) to Boston (BOS). Book directly with no added fees.

Fly one-way from Chicago (Midway) to Boston Logan starting at $79. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

Cheap Flights from Chicago (CHI) to Boston (BOS) start at $59 for one-way and $118 for round trip. Earn your airline miles on top of our rewards!

Find the best deals on flights from Chicago O'Hare International (ORD) to Boston Logan International (BOS). Compare prices from hundreds of major travel agents and airlines, all in one search.