Boston (BOS) to Chicago (ORD) flight deal in economy from $149
BOSLogan International Airport
Boston, United States
ORDO'Hare International Airport
Chicago, United States
$230 USD
-35%$149 USD
Verified about 13 hours agoAugust 2026
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Rare Availability
7% of dates checked are available within 10% of the lowest price
Sunday, August 16th, 2026
7 round-trip options
Returning
Fri, Aug 21, 2026•5 Day Trip
$170 USD
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Sat, Aug 22, 2026•6 Day Trip
$162 USD
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Sun, Aug 23, 2026•7 Day Trip
$199 USD
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Mon, Aug 24, 2026•8 Day Trip
$170 USD
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Tue, Aug 25, 2026•9 Day Trip
$162 USD
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Wed, Aug 26, 2026•10 Day Trip
$162 USD
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Fri, Aug 28, 2026•12 Day Trip
$175 USD