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Flights from Chicago to Boston

Compare live fares from Chicago to Boston and book in a few steps.

Recent fares from Chicago to Boston

We have no recent fares for this route yet, but our searches found the non-stop flights below. Search your dates for live prices.

Airlines that fly non-stop from Chicago to Boston

These airlines had non-stop flights on this route in searches made on our site in the last 30 days. Schedules change, so search your dates for live flights and prices.

  • United AirlinesORD to BOSLast seen 12 November 2026
  • American AirlinesORD to BOSLast seen 21 October 2026
  • Delta Air LinesORD to BOSLast seen 20 October 2026

Where to stay in Boston

Compare hotel prices in Boston and book your stay with the same account.

Hotels in Boston

Questions about flights from Chicago to Boston

Yes. In the last 30 days, our searches found non-stop flights on this route with United Airlines, American Airlines and Delta Air Lines.

On most airlines you can pick your seat on the plane map and add bags during checkout, with every price shown before you pay.

More ways to find your flight

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