Favorite airline: United Airlines
United Airlines is the most popular airline for flights from Boston to Chicago.
United Airlines
25 %
American Airlines
24 %
16 %
Tip: book 5 weeks before departure
Our tip: book flights on this route 5 weeks before departure and save up to 57 %.
34 days before departure
Cheapest weekday: Thursday
The cheapest days to fly on this route are Thursday.
Direct flights are the cheapest connection
Compared to direct flights, flights with a stopover on this route are on average 5 % more expensive.
non stop flight
1 stop
02h 41min
05h 13min
The favorite connection is non-stop
Non-stop flights are especially popular on this route. 82 % of travelers will book a direct flight.
Direct flights
02h 41min, from $145
82 %
1 stopover Philadelphia International Airport, PA
05h 13min, from $153
7 %
1 stopover Detroit Metropolitan Wayne County Airport, MI
05h 08min, from $335
6 %
Round trip from $145.00
The best price roundtrip flight is currently available departing on 01/24/2020 and returning on 01/26/2020.