Flights Boston - Chicago

Last minute flights from Boston to Chicago

Book now before it's too late

Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.
Boston Chicago
BEST
DEAL
Tue, 12 Mar BOS - ORD
Wed, 13 Mar ORD - BOS
-32 %
136€ 93€
Prime price per passenger
Boston Chicago
BEST
DEAL
Tue, 02 Apr BOS - MDW
40€ 37€
Prime price per passenger
Boston Chicago
BEST
DEAL
Sat, 23 Mar BOS - ORD
Mon, 25 Mar ORD - BOS
256€ 244€
Prime price per passenger
Boston Chicago
BEST
DEAL
Thu, 07 Mar BOS - ORD
Mon, 11 Mar ORD - BOS
339€ 325€
Prime price per passenger

Route information

Distance: 1375 kms
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

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!

Frequently asked questions about flights from Boston to Chicago

How is COVID-19 currently affecting flights from Boston 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, from Boston 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 City for 110 minutes at least.
  • Delta Air Lines, with 141 minutes stop in Atlanta.

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