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Sky High Flight Facts for Your Trip: Chicago to Boston

Book your flights from Chicago to Boston and save big on airfares. Boston serves as the capital of the state of Massachusetts and has plethora of museums, historical sites, and wealth of live performances. The must visit art museum here are Museum of Fine Arts, Harvard Art Museum, Harvard Museum of Natural History and Institute of Contemporary Art.


Traveling from Chicago to Boston is easy as you can choose from top airlines such as United Airline, US Airways and American Airlines. Take advantage of exclusive deals on flights to Boston and save more to splurge on a vacation. Your flight from Chicago to Boston takes around two hours twenty two minutes to cover a distance of about 860 miles excluding the layover time. Keep your mp3 players with you to keep yourself entertained during the flight.

  • When does the earliest flight depart Chicago? 9:40PM  United Airlines  Flight #817
  • When does the latest flight depart Boston? 9:59PM  Southwest Airlines   Flight #817
  • What is the busiest month to travel from Chicago to Boston?November
  • What is the least busy month to travel from Chicago to Boston?September

Boston Reviews

Buffalo to Boston5

An early morning flight from Buffalo to Boston was essentially effortless. Bag checked in quickly and efficiently, boarding was done in an orderly fashion and the flight was smooth as ever .... before we knew it we were in Boston and on our way to our destination.

- Dominic  Apr 27, 2016