Boston (BOS) to Chicago (ORD) flight deal in economy from $149
BOSLogan International Airport
Boston, United States
ORDO'Hare International Airport
Chicago, United States
$230 USD
-35%$149 USD
Verified about 13 hours agoAugust 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Rare Availability
7% of dates checked are available within 10% of the lowest price
Wednesday, August 19th, 2026
7 round-trip options
Returning
Mon, Aug 24, 2026•5 Day Trip
$157 USD
Returning
Tue, Aug 25, 2026•6 Day Trip
$149 USD
Returning
Wed, Aug 26, 2026•7 Day Trip
$149 USD
Returning
Thu, Aug 27, 2026•8 Day Trip
$157 USD
Returning
Fri, Aug 28, 2026•9 Day Trip
$162 USD
Returning
Sat, Aug 29, 2026•10 Day Trip
$149 USD
Returning
Mon, Aug 31, 2026•12 Day Trip
$157 USD