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Flights from Boston to Chicago

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  • Cheap flights with 660+ top airlines
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  • Fly to Chicago from $197

View last minute flights to Chicago

Latest deals from all Boston airports.

Departure Thu, 08 Aug Return Mon, 12 Aug
BOS Boston
ORD Chicago
return from $197
Route information
Find out relevant information on Boston and Chicago to help you prepare for your trip.
( Boston airports
  • ? Logan International Airport (BOS)
    How far from city center: 3 miles
  • ? Lawrence (LWM)
    How far from city center: 25 miles
) Chicago airports
  • ? O'hare International Airport (ORD)
    How far from city center: 14 miles
  • ? Midway Airport (MDW)
    How far from city center: 4 miles
  • ? Merrill C Meigs (CGX)
    How far from city center: 7 miles
  • ? Chicago Nas (NOH)
    How far from city center: 22 miles
  • ? Dupage County (DPA)
    How far from city center: 27 miles
  • ? Pal Waukee (PWK)
    How far from city center: 22 miles
L Distance: 854 miles

Are you searching for flights from Boston to Chicago?

Are you planning to travel to Chicago for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Boston. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Chicago and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Alternative routes

Midway Airport - What our customers are saying

5.0 /5
Reviews: 1
5.0 /5
Maura Christensen
Date 2017-08-17 Age 31-50 City Chicago

Midway had everyone in ONE line before heading to boarding pass line, so dog could sniff everyone's bags. Unusual but am sure it was needed.

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