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  1. Flights
  2. International Flights
  3. United States
  4. Boston
  5. Chicago - Boston

Flights Chicago - Boston

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

See Boston with last minute flights

Top flight offers from all Chicago airports.

Departure Fri, 10 Feb Return Sun, 12 Feb
MDW Chicago
BOS Boston
return from 104€
Departure Tue, 28 Feb Return Tue, 07 Mar
ORD Chicago
BOS Boston
return from 145€
Departure Sun, 26 Feb Return Sat, 04 Mar
ORD Chicago
BOS Boston
return from 314€
Route information
Get useful information about Chicago and Boston to organize your journey.
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
Boston airports
  • ( Logan International Airport (BOS)
    How far from city centre: 5 kms
  • ( Lawrence (LWM)
    How far from city centre: 40 kms
K Distance: 1375 kms

Find flights from Chicago - Boston

Are you excited for an amazing trip from Chicago to Boston? 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 Boston. 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 from Chicago to Boston?
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 Chicago to Boston, how can I find the cheapest price?
On eDreams we use machine learning to find the most economical flight between Chicago and Boston. 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 Chicago to Boston flights?
The most popular month for flights from Chicago to Boston are: April, May and July.
When is the best time to travel from Chicago to Boston?
A good period of the year to visit Boston from Chicago really depends on lots of personal preferences, price being one of the main criteria When it comes to popularity, June is the best month to fly to Boston from Chicago, basedd on searches from our customers, followed by August and July. If you prefer to avoid the busy season and get away from the crowds February, December and March are the months with fewer searches for the route Chicago -  Boston.
What is the duration of a flight from Chicago to Boston?
Flight time, on average, from Chicago to Boston is usually 02:27 hours on average, at an average distance of 1,394 km, for flights for the route (which may have 1 or more stops in other cities in between).
Which airports have flights between Chicago and Boston?
The most common route form Chicago to Boston is: O hare International Airport (ORD) to Logan International Airport (BOS). These airlines fly this route:
  • United Airlines.
  • Delta Air Lines.
  • Scandinavian Airlines.
What airlines fly from Chicago to Boston?
Airlines that have direct flight routes from Chicago to Boston are:
  • United Airlines.
  • American Airlines.
  • Spirit Airlines.
Other interesting routes
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