Favorite airline: American Airlines
Flight tickets on the route Boston – Chicago are most frequently booked with American Airlines.
American Airlines
15 %
United Airlines
13 %
JetBlue Airways
11 %
Tip: book 6 weeks before departure
Save up to 51 % by booking flights 6 weeks before departure.
43 days before departure
Cheapest weekday: Thursday
Choosing the right day of the week is worthwhile as prices of flights on this route are cheapest on Thursday.
Direct flights are cheaper
Direct flights on this route are $24.00 cheaper on average than flights with a stopover.
non stop flight
1 stop
03h 01min
06h 20min
$154
$178
The favorite connection is non-stop
61 % of all bookings on the route Boston to Chicago are for non-stop flights.
Route
bookings
Direct flights
03h 01min, from $154
61 %
1 stopover Washington DC - Dulles International Airport, DC
04h 12min, from $293
19 %
1 stopover Port Columbus International Airport, OH
04h 30min, from $286
11 %
Round trip from $154.00
A roundtrip costing only $154.00 is for example available departing 04/03/2019 and returning 04/07/2019.

$154
Cheap
$0
Expensive
$0