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 5 hours agoAugust 2026
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Rare Availability
9% of dates checked are available within 10% of the lowest price
Friday, August 7th, 2026
7 round-trip options
Returning
Wed, Aug 12, 2026•5 Day Trip
$157 USD
Returning
Thu, Aug 13, 2026•6 Day Trip
$165 USD
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Fri, Aug 14, 2026•7 Day Trip
$165 USD
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Sun, Aug 16, 2026•9 Day Trip
$170 USD
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Mon, Aug 17, 2026•10 Day Trip
$165 USD
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Tue, Aug 18, 2026•11 Day Trip
$157 USD
Returning
Thu, Aug 20, 2026•13 Day Trip
$165 USD