Favorite airline: United Airlines
Most travelers looking for flights on the route from Boston to Chicago decide to book flights with United Airlines.
United Airlines
24 %
American Airlines
16 %
Southwest
10 %
Tip: book 21 days before departure
Our tip: book flights on this route 21 days before departure and save up to 44 %.
21 days before departure
Cheapest weekday: Thursday
The cheapest days to fly on this route are Thursday.
Direct flights are cheaper
On this route, direct flights are $52.00 cheaper than flights with a stopover.
non stop flight
1 stop
03h 03min
04h 27min
$140
$192
The favorite connection is non-stop
81 % of travelers decide to book a direct flight on this route.
Route
bookings
Direct flights
03h 03min, from $140
81 %
1 stopover Detroit Metropolitan Wayne County Airport, MI
04h 27min, from $192
11 %
1 stopover New York - John F. Kennedy International Airport, NY
05h 47min, from $216
6 %
Round trip from $140.00
A roundtrip costing only $140.00 is for example available departing 01/25/2019 and returning 01/27/2019.

$140
Cheap
$86
Expensive
$294