A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Boston to Chicago:
Boston airports overview
Chicago airports overview
Frequently asked questions (FAQ)
Answers to questions about the route that travelers are most interested in.
Special offers and sales on air tickets from Boston to Chicago
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
Alternative routes
•••••••••••••••••••
Cheapest one way flight
$50
Spirit Airlines
1 transfer
10h 49m
03/19/2025
The cheapest one-way flight from Boston to Chicago departs on 03/19/2025, is operated by Spirit Airlines and costs $50
Cheapest round trip flight
$93
United Airlines
Direct flight
5h 32m
03/01/2025
The cheapest roundtrip flight from Boston to Chicago departs on 03/01/2025, is operated by United Airlines and costs $93
The fastest flight
2h 56m
Fastest flight from Boston to Chicago takes 2h 56m
Direct flights
Several times a week
There are direct flights on this route 3 days a week: Tu, Th, and Sa
Earliest flight
5:50 AM
Latest flight
7:47 PM
Direct flights count
51
Distance
1365km
Timezone difference
1h
The distance between Boston and Chicago is 1365km (846 miles).There are 51 direct flights from Boston to Chicago.The time difference between Boston and Chicago is 1h .Flights from Boston begin at 5:50 AM.The latest flight from Boston departs at 7:47 PM.
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Boston to Chicago
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Boston to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
Below you will find a list of airlines operating flights on the Boston — Chicago route and the starting prices for flights of each specific airline on it.
A direct flight is the most convenient and comfortable way to fly from Boston to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
How much is the cheapest flight ticket from Boston to Chicago?
The cheapest flight ticket from Boston to Chicago according to data for the last 48 hours costs $50
When is the best time to buy air tickets on the route Boston — Chicago?
Often the best time to buy tickets from Boston to Chicago is 2 months before departure.
When is the cheapest time of year to fly from Boston to Chicago?
Based on statistics over the past years, the lowest prices for flights from Boston to Chicago can be found flying in these months: March, September, October.
How long does it take to fly from Boston to Chicago?
The fastest flights from Boston to Chicago start from 2 hours 56 minutes in the air.
Which airline can fly direct from Boston to Chicago?
The following airlines operate direct flights on the route Boston — Chicago: Southwest Airlines, American Airlines, JetBlue Airways
We couldn't find any special offers for flights from Boston to Chicago
