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
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Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price
Friday, August 28th, 2026
3 round-trip options
Returning
Thu, Sep 3, 2026•6 Day Trip
$165 USD
Returning
Thu, Sep 10, 2026•13 Day Trip
$190 USD
Returning
Fri, Sep 11, 2026•14 Day Trip
$190 USD