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 90%.
Jetradar suggests purchasing tickets for Boston – Chicago in advance so you can choose your flight conditions and focus on your preferences and financial capabilities.
| Month | One-way | Round-trip |
|---|---|---|
| June 2019 | 28.06.2019$125 | 01.06 - 08.06.2019check |
| July 2019 | 13.07.2019$97 | 15.07 - 17.07.2019$167 |
| August 2019 | 01.08.2019check | 31.08 - 02.09.2019$195 |
| September 2019 | 01.09.2019check | 01.09 - 08.09.2019check |
| October 2019 | 07.10.2019$72 | 01.10 - 08.10.2019check |
| November 2019 | 01.11.2019check | 01.11 - 08.11.2019check |
| December 2019 | 01.12.2019check | 01.12 - 08.12.2019check |
| January 2020 | 01.01.2020check | 01.01 - 08.01.2020check |
| February 2020 | 01.02.2020check | 01.02 - 08.02.2020check |
| March 2020 | 01.03.2020check | 01.03 - 08.03.2020check |
| April 2020 | 01.04.2020check | 01.04 - 08.04.2020check |
| May 2020 | 01.05.2020check | 01.05 - 08.05.2020check |
* 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 Spirit Airlines with a departure on 07.10.2019 and a cost of 72 US dollars . Find this ticket
Fastest flight from Boston to Chicago: ticket with United Airlines with a departure nearest to 24.06.2019 and a duration of 2hrs. 45min.. Find this ticket
| Flight | Departure | Duration | Arrival | Departure days |
|---|---|---|---|---|
| American Airlines (AA40) | 18:56 | 3hrs. 12min | 21:08 | every day |
| American Airlines (AA1155) | 05:30 | 2hrs. 59min | 07:29 | every day |
| Southwest Airlines (WN297) | 11:05 | 2hrs. 55min | 13:00 | Mon, Tues, Wed, Thurs, Fri, Sun |
| JetBlue Airways (B6311) | 10:54 | 2hrs. 52min | 12:46 | Mon, Tues, Wed, Thurs, Fri, Sun |
| American Airlines (AA1404) | 07:00 | 3hrs. 7min | 09:07 | Mon, Tues, Wed, Thurs, Fri, Sun |
| American Airlines (AA1435) | 09:00 | 3hrs. 5min | 11:05 | Mon, Tues, Wed, Thurs, Fri, Sun |
| Southwest Airlines (WN448) | 16:05 | 3hrs. 5min | 18:10 | Mon, Tues, Wed, Thurs, Fri, Sun |
| American Airlines (AA197) | 15:45 | 3hrs. 0min | 17:45 | Mon, Tues, Wed, Thurs, Fri, Sun |
| JetBlue Airways (B6111) | 07:00 | 2hrs. 56min | 08:56 | Mon, Tues, Wed, Thurs, Fri, Sun |
| American Airlines (AA252) | 14:00 | 3hrs. 2min | 16:02 | Mon, Tues, Wed, Thurs, Fri, Sun |
Boston airports from which there are flights to Chicago:
Chicago airports accepting flights from Boston: