Cheap flights from Boston to Chicago
Travel > North America > United States > Boston to Chicago flights
Travel tip: Visit Chicago on your holidays!Check our current prices for flights from Boston to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Boston to Chicago, you will need to run a search below.
Search and Compare cheap Flights
Book your flight now with Cheapoair.com and save!
Cheap Chicago airfares from $200/RT are provided by Cheapoair.com. Outbound flight is leaving on 03/21/2023, 06:00 am from Boston Logan (BOS) airport and arrives at Chicago O`hare (ORD) at 05:25 pm. The flight time is 11 hours and 25 minutes. The Returning flight departes on 04/05/2023, 05:00 am (other return dates are also available). Date posted: 01 Feb 2023
Price evolution for flights From Boston To Chicago
Recent Deals on Flights from Boston to Chicago:Roundtrip / Oneway
- $200
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 03/21/2023 06:00 am Chicago, IL (ORD) Boston, MA (BOS) 04/05/2023 05:00 am - $234 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 02/25/2023 03:20 pm Chicago, IL (ORD) Boston, MA (BOS) 03/06/2023 05:03 pm - $251 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 04/25/2023 11:08 am Chicago, IL (ORD) Boston, MA (BOS) 05/09/2023 10:00 pm - $276 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 04/18/2023 11:08 am Chicago, IL (ORD) Boston, MA (BOS) 05/03/2023 09:15 pm - $304 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 02/13/2023 08:00 am Chicago, IL (ORD) Boston, MA (BOS) 02/22/2023 10:00 am - $61 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 02/09/2023 01:20 pm - $67 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 02/13/2023 02:35 pm - $141 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 03/19/2023 01:05 pm - $365
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (MDW) 02/13/2023 09:15 am - $554
Alaska Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 03/19/2023 07:00 am
Recently found cheap flight deals
Toronto To Avalon Multiple Airlines airfares from Toronto in July
$2257 Depart: 07/24/2020
Return: 08/06/2020
provided by FlyFar
Greensboro To Little Rock United Airlines airfares from Greensboro in August
$779 Depart: 08/12/2019
Return: 08/23/2019
provided by FlyFar
Houston To Gulfport United Airlines airfares from Houston in July
$297 Depart: 07/23/2019
Return: 08/03/2019
provided by FlyFar
Jacksonville To San Diego Multiple Airlines airfares from Jacksonville in June
$12114 Depart: 06/10/2020
Return: 06/24/2020
provided by Travelgrove
Orlando To Venice Air Lingus airfares from Orlando in May
$1205 Depart: 05/10/2023
Return: 05/16/2023
provided by Cheapoair.com
New York City To Albuquerque Alaska Airlines airfares from New York City in February
$760 Depart: 02/15/2023
Return: 02/24/2023
provided by Cheapoair.com
Minneapolis To Calgary Alaska Airlines airfares from Minneapolis in February
$1005 Depart: 02/09/2023
Return: 02/16/2023
provided by Cheapoair.com
San Antonio To Memphis Frontier Airlines airfares from San Antonio in August
$517 Depart: 08/26/2021
Return: 09/07/2021
provided by Cheapoair.com
Orange County To Brisbane Qantas Airways airfares from Orange County in March
$2803 Depart: 03/25/2023
Return: 04/08/2023
provided by Cheapoair.com
Specify your search details. Browse the cheapest flights from Boston to Chicago, Chicago hotel rooms and Boston to Chicago vacation packages from the most popular providers, airline consolidators and travel search engines.
Know what to do when flying to Chicago?
Chicago Travel Guide Founded in the early 1800s, Chicago is positioned between civilization and wilderness and many aspects of modern life had their start here. Chicago really does have it all, with less infrastructural problems than its coastal rivals. Though [...]Chicago History The site where Chicago stands had long been considered as an important portage point on the water route linking the Great Lakes with the Mississippi river. Aside from this important fact, there are a lot of interesting things you need to know [...]
Chicago Sightseeing The rich cultural heritage of Chicago is depicted in its famous sights. Other tourist attractions in the city can be seen in zoos and parks as well. If you are thinking about visiting, it will help if you take a look at some of the travel [...]
Chicago Nightlife Chicago is one of the cities blessed with a variety of nightlife options. Discos, clubs, bars - name it and the place will certainly give you the pleasure you are looking for. You will surely dance the night away as you listen to the music [...]
© Copyright 2004 - 2023 Travelgrove, Inc.