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Sky High Flight Facts for Your Trip: Boston to Chicago

Book your flights from Boston to Chicago and save big on airfares. Those who want to know about the history of Chicago they should check out the Chicago History Museum or those who want to see the art relics they should see the National Museum of Mexican Art, Chicago greets vacationers with open arms.


To reach Chicago from Boston from Dallas, you should go for the airlines that include United Airlines and US Airways. Take advantage of exclusive deals on flights to Chicago and save more to splurge on a vacation. The flight to Chicago from Boston takes around two hours forty minutes excluding the layover time. This flight covers the distance of 852 miles. To pass the time you should listen to music or read in-flight magazines.

  • When does the earliest flight depart Boston? 5:30AM  United Airlines  Flight #769
  • When does the latest flight depart Chicago? 8:17PM  United Airlines   Flight #3964
  • What is the busiest month to travel from Boston to Chicago?April
  • What is the least busy month to travel from Boston to Chicago?October

Chicago Reviews

SMOOTH AND EASY MAUI TO CHICAGO4

it seems like the first near effortless trip i have had in a long time - even changing planes in LA was easy. the planes had the most comfortable roomy seats and storage i have seen.... United personnel were friendly, & only the 2nd flight was a bit cool temperature-wise.

- Sarah  May 24, 2016