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Flights Boston - Chicago

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Why book with eDreams
  • Cheap flights with 660+ top airlines
  • Compare the cheapest deals
  • Flights to Chicago for the best price

See Chicago with last minute flights

Top flight offers from all Boston airports.

Departure Thu, 30 Sep Return Thu, 07 Oct
BOS Boston
CHI Chicago
return from 90€
Departure Sat, 23 Oct Return Tue, 26 Oct
BOS Boston
CHI Chicago
return from 55€
Route information
Get useful information about Boston and Chicago to organize your journey.
Boston airports
  • ( Logan International Airport (BOS)
    How far from city centre: 5 kms
  • ( Lawrence (LWM)
    How far from city centre: 40 kms
Chicago airports
  • ( O'hare International Airport (ORD)
    How far from city centre: 22 kms
  • ( Pal Waukee (PWK)
    How far from city centre: 35 kms
  • ( Midway Airport (MDW)
    How far from city centre: 6 kms
  • ( Dupage County (DPA)
    How far from city centre: 44 kms
  • ( Chicago Nas (NOH)
    How far from city centre: 35 kms
  • ( Merrill C Meigs (CGX)
    How far from city centre: 11 kms
K Distance: 1375 kms

Find flights from Boston - Chicago

Are you excited for an amazing trip from Boston to Chicago? You are in the right place! If you need a little getaway to see a loved one or a comfortable flight for your business trip, the best deal prices and airline carriers are a click away from you. You either are looking for a cheap flight or are in a hurry to find a last-minute ticket, no worries! eDreams will take care of everything you need for a perfect vacation in Chicago. You will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. Don´t forget to book a hotel and choose a car for your perfect trip as a package. Choose the best-suited flight and fasten your seatbelt, we are flying!

How is COVID-19 currently affecting flights fromBoston to Chicago?
Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to United States. At eDreams have you covered!
For flights from Boston to Chicago, how can I find the cheapest price?
On eDreams we use machine learning to find the most economical flight between Boston and Chicago. By taking into account the combinations of airlines, stopovers, direct flights as well as the various criteria for the journeys, our search engine allows us to offer our customers the best price under the best conditions.
When booking, when is the best time to do so in order to get the best prices for Boston to Chicago flights?
The most popular month for flights from Boston to Chicago are: July, June and March.
When is the best time to travel from Boston to Chicago?
A good period of the year to visit Chicago from Boston really depends on lots of personal preferences, price being one of the main criteria When it comes to popularity, August is the best month to fly to Chicago from Boston, basedd on searches from our customers, followed by July and May. If you prefer to avoid the busy season and get away from the crowds January, March and November are the months with fewer searches for the route Boston -  Chicago.
What is the duration of a flight from Boston to Chicago?
Flight time, on average, fromBoston to Chicago is usually 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).
Which airports have flights between Boston and Chicago?
The most common route form Boston to Chicago is: Logan International Airport (BOS) to O hare International Airport (ORD). These 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:
  • Delta Air Lines, stopping in New York for 110 minutes at least.
  • Delta Air Lines, with 141 minutes stop in Atlanta.
Other interesting routes

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