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Flights Boston to Chicago

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Q
Why book with eDreams
  • Cheap flights with 660+ top airlines
  • Compare the cheapest deals
  • Flights to Chicago for the best price
Flight Time Flights from Boston and Chicago take around 2 h and 54 m minutes, however this flight time can depend on other factors too
Cheapest flight The cheapest price available for flights from Boston to Chicago that have been booked by our customers in the last 72 hours
Airport of Departure Logan International Airport is from where you'll depart for flights from Boston to Chicago
Airport of Arrival Outbound flights from Boston to Chicago arrive at O'hare International Airport

Last minute flights to Chicago

Latest offers from all Boston airports.

Departure Wed, 06 Jul Return Mon, 11 Jul
BOS Boston
CHI Chicago
return from £118
Departure Tue, 19 Jul Return Wed, 20 Jul
BOS Boston
CHI Chicago
return from £164
Route information
Discover the most useful information about Boston and Chicago to organise your travel.
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

Searching for Boston to Chicago flights?

Enjoy the best flight deals either you are looking for the cheapest or earliest!

Are you ready to fly with eDreams? Check the last minute airfares or book the lowest route price departing from Boston to Chicago. Stop spending a lot of money to the flight ticket and start enjoying your holiday. No worries, we got your back! eDreams is on your side for a hassle-free and convenient booking experience. You have the privilege to reach the top airline carriers and the cheapest prices. When do you want to depart from Boston? Adjust your travel dates now and explore the dozens of options to Chicago at great prices. Choose a well-suited flight to Chicago amongst the large selection of options, as everything you are looking for is what eDreams offer. You can even book a hotel and rent a car for the perfect vacation mix. It is much easier to book a flight and hotel together, even cheaper! Go ahead; select the best offer from Chicago to Boston and you're done! Enjoy your holiday, but first, fasten your seatbelt. We are flying!

Is COVID-19 disrupting flights from Boston to Chicago?
At eDreams we do our utmose to ensure that your travel pans won't be affected by restrictions or possible cancellations that United States may apply. Using the flexible ticket gurantee you can decide if you rather rebook or get a refund!
If I want to book flights from Boston to Chicago at eDreams, how can I find them?
Using our flight search engines, you can find flights from 118 for the route Boston - Chicago. At eDreams, wel always aim at providing our customers with the cheapest option, allowing you to adjust according to stopovers, airports, dates and many more filters.
What would be the best time to book a flight from Boston to Chicago?
The most popular months to book from Boston to Chicago are May, June and March.
When would be the best time to travel from Boston to Chicago?
A great time of the year to visit Chicago from Boston really depends on lots of personal preferences, especially the price. Regarding popularity, June is the best month to fly to  Chicago from Boston in terms of searches from our customers, followed by August and May. If you prefer to avoid the busy season and get away from the crowds January, March and December are the months with fewer searches for Boston -  Chicago.
What is the duration of a flight from Boston to Chicago?
Flight duration from Boston to Chicago is around 02:54 hours on average, at an average distance of 1,391 km, for flights for the route (which may have 1 or more stops in other cities in between).
From which airports can you fly from Boston to Chicago?
The main route from Boston to Chicago is: Logan International Airport (BOS) to O hare International Airport (ORD). The following airlines fly this route:
  • United Airlines.
  • American Airlines.
  • Spirit Airlines.
The airlines that fly indirectly from Boston to Chicago are:
The airlines that fly indirectly from Boston to Chicago are:
  • Spirit Airlines, stopping in Baltimore, MD for 379 minutes at least.
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International sites

Vuelos desde Boston a Chicago
Flights from Boston to Chicago
Vuelos desde Boston a Chicago
Vols de Boston à Chicago
Voli da Boston a Chicago
Voos desde Boston a Chicago
Flights from Boston to Chicago
Flüge von Boston nach Chicago
Vuelos desde Boston a Chicago
Vuelos desde Boston a Chicago
Vuelos desde Boston a Chicago
Vuelos desde Boston a Chicago