Flights from Boston to Chicago starting at $58

Cheap flights for the route Boston – Chicago (BOS – CHI)

Jetradar will find you the cheapest airfare for Boston – Chicago by comparing the costs of flights to Chicago using 45 agencies, five booking systems, and 728 airlines. Where exactly you buy tickets for Boston – Chicago is up to you.

Please keep in mind that, depending on the number of days remaining until your departure, the price of a ticket for Boston – Chicago could change by more than 93%.

Jetradar suggests purchasing tickets for Boston – Chicago in advance so you can choose your flight conditions and focus on your preferences and financial capabilities.

General flight information for the route Boston – Chicago
  • The distance between Boston and Chicago is: 849 miles (1367 kilometers)
  • Average flight time from Boston to Chicago: 3hrs. 43min.
  • Frequency of flights from Boston to Chicago:daily

Airfare for Boston – Chicago by month *

MonthOne-wayRound-trip
July 201730.07.2017$11001.07 - 08.07.2017check
August 201711.08.2017$10928.08 - 30.08.2017$134
September 201709.09.2017$5805.09 - 08.09.2017$116
October 201701.10.2017check01.10 - 08.10.2017check
November 201728.11.2017$8301.11 - 08.11.2017check
December 201701.12.2017check01.12 - 08.12.2017check
January 201801.01.2018check01.01 - 08.01.2018check
February 201801.02.2018check01.02 - 08.02.2018check
March 201801.03.2018check01.03 - 08.03.2018check
April 201801.04.2018check01.04 - 08.04.2018check
May 201801.05.2018check01.05 - 08.05.2018check
June 201801.06.2018check01.06 - 08.06.2018check

* Prices found by users over the last 48 hours that do not represent an offer.

Least expensive flight from Boston to Chicago found by our users over the last 48 hours: ticket with United Airlines with a departure on 09.09.2017 and a cost of 58 US dollars . Find this ticket

Fastest flight from Boston to Chicago: ticket with United Airlines with a departure nearest to 31.07.2017 and a duration of 2hrs. 45min.. Find this ticket

Direct flights for the route Boston – Chicago
FlightDepartureDurationArrivalDeparture days
Airports that offer Boston – Chicago flights

Boston airports from which there are flights to Chicago:

  • Logan International Airport (BOS)

Chicago airports accepting flights from Boston:

  • Chicago Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
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