Cheap flights from Chicago to Boston, United States (CHI - BOS)

As a rule, buying flight tickets from Chicago to Boston expends a lot. Using our service of searching for cheap flight tickets, you will be able to save a significant sum of money! We will help tip to buy flight tickets from Chicago to Boston at the most favorable prices.

Out service helps you to find tickets from Chicago to Boston in the most reliable travel agencies and booking systems, including all the airline companies. We don't sell tickets and don't do any surcharges, we just find the best offers - you choose yourself where you want to buy flight tickets Chicago - Boston at the best price!

We also recommend you to look through the prices for return tickets from Boston to Chicago.

Airfares found by our users in the past 24 hours

The cheapest flight from Chicago to Boston is $184 on American Airlines, departing on 18.07.2025 and returning on 19.07.2025.
The price for these dates could change. Use search to get the best price.
AirlineDeparture dateReturn datePrice
American Airlines18.07.202519.07.2025from $184

Average round-trip airfares from Chicago to Boston by months

MonthRound-Trip
May 2025find now
June 2025find now
July 202518.07 - 19.07from $184
August 2025find now
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October 2025find now
November 2025find now
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January 2026find now
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The price which were found by our clients for the latest several days. Given ticket prices could change. It's connected with the presence of flight tickets while booking.

Airlines are flying from Chicago to Boston

Southwest Airlines
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