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.
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 |
|---|---|---|
| December 2019 | 07.12.2019 | 21.12 - 26.12.2019 |
| January 2020 | 01.01.2020 | 01.01 - 08.01.2020 |
| February 2020 | 01.02.2020 | 01.02 - 08.02.2020 |
| March 2020 | 03.03.2020 | 19.03 - 23.03.2020 |
| April 2020 | 01.04.2020 | 01.04 - 08.04.2020 |
| May 2020 | 01.05.2020 | 01.05 - 08.05.2020 |
| June 2020 | 01.06.2020 | 01.06 - 08.06.2020 |
| July 2020 | 01.07.2020 | 01.07 - 08.07.2020 |
| August 2020 | 01.08.2020 | 01.08 - 08.08.2020 |
| September 2020 | 01.09.2020 | 01.09 - 08.09.2020 |
| October 2020 | 01.10.2020 | 01.10 - 08.10.2020 |
| November 2020 | 01.11.2020 | 01.11 - 08.11.2020 |
* Prices found by users over the last 48 hours that do not represent an offer.
| 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 ( 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
|
| American Airlines ( AA1299 ) | 12:15 | 2hrs. 59min | 14:14 |
Mon, Tues, Wed, Thurs, Fri, Sun
|
Boston airports from which there are flights to Chicago:
Chicago airports accepting flights from Boston: