Boston (BOS) to Chicago (ORD) flight deal in economy from $149
BOSLogan International Airport
Boston, United States
ORDO'Hare International Airport
Chicago, United States
$237 USD
-37%$149 USD
Verified about 6 hours agoAugust 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price
Sunday, August 16th, 2026
3 round-trip options
Returning
Sat, Aug 22, 2026•6 Day Trip
$203 USD
Returning
Sat, Aug 29, 2026•13 Day Trip
$203 USD
Returning
Sun, Aug 30, 2026•14 Day Trip
$211 USD