Boston to Chicago flights

Why book with Opodo?
  • Cheap flights with over 660 airlines
  • Compare the best deals
  • Flights to Chicago from £100

Cheap last minute flights to Chicago

Latest deals and top flight routes from Boston airports.

Departure Sun, 7 06 2020 Return Tue, 9 06 2020
BOS Boston
ORD Chicago
return from £99
Flight route information
Find out further information on Boston and Chicago to help you prepare for your trip.
Boston airports
  • ( Logan International Airport (BOS)
    How far from city centre: 3 miles
  • ( Lawrence (LWM)
    How far from city centre: 25 miles
Chicago airports
  • ( O'hare International Airport (ORD)
    How far from city centre: 14 miles
  • ( Pal Waukee (PWK)
    How far from city centre: 22 miles
  • ( Midway Airport (MDW)
    How far from city centre: 4 miles
  • ( Dupage County (DPA)
    How far from city centre: 27 miles
  • ( Chicago Nas (NOH)
    How far from city centre: 22 miles
  • ( Merrill C Meigs (CGX)
    How far from city centre: 7 miles
K Distance: 854 miles

Search for flights from Boston to Chicago

Find cheap flights from Boston to Chicago with the Opodo search engine. Whether it’s on business, for a relaxing holiday or to visit loved ones, you will find all the best deals on flights from Boston with Opodo, featuring cheap flights by all the top low cost and standard airlines. By simply entering your preferences in our speedy search engine, a large selection of options will be returned from which you just need to select the best deal that works for you. We’ll do the rest! Alternatively, if you are flexible on dates or an early bird, discover the cheapest day to fly from Boston to Chicago to ensure you get the best price. Find exclusive discounts by downloading the Opodo App and subscribing to our newsletter to stay in touch with the best offers on flights, hotels and more. Finally, don’t forget to book a hotel or car hire to complete your journey, all of which you will find on Opodo, your one-stop travel shop. Then just sit back and relax and enjoy your holidays!

Frequent questions about flights from Boston to Chicago

How can I find cheap flights from Boston to Chicago at eDreams?
Our search engines have found flights from 100€ for the route Boston - Chicago. At eDreams we use different machine learned based methodologies to find our costumers the cheapest option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.
Other popular routes

Other city destinations

Our International travel websites