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
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Rare Availability
9% of dates checked are available within 10% of the lowest price
Wednesday, November 18th, 2026
4 round-trip options
Returning
Tue, Nov 24, 2026•6 Day Trip
$305 USD
Returning
Wed, Nov 25, 2026•7 Day Trip
$290 USD
Returning
Sun, Nov 29, 2026•11 Day Trip
$609 USD
Returning
Wed, Dec 2, 2026•14 Day Trip
$215 USD