Chicago (ORD) to Boston (BOS) flight deal in economy from $149
ORDO'Hare International Airport
Chicago, United States
BOSLogan International Airport
Boston, United States
$227 USD
-34%$149 USD
Verified about 12 hours agoNovember 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Rare Availability
9% of dates checked are available within 10% of the lowest price
Tuesday, November 17th, 2026
4 round-trip options
Returning
Mon, Nov 23, 2026•6 Day Trip
$215 USD
Returning
Tue, Nov 24, 2026•7 Day Trip
$305 USD
Returning
Sat, Nov 28, 2026•11 Day Trip
$347 USD
Returning
Tue, Dec 1, 2026•14 Day Trip
$215 USD