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
Tuesday, August 25th, 2026
7 round-trip options
Returning
Sun, Aug 30, 2026•5 Day Trip
$162 USD
Returning
Mon, Aug 31, 2026•6 Day Trip
$157 USD
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Tue, Sep 1, 2026•7 Day Trip
$149 USD
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Wed, Sep 2, 2026•8 Day Trip
$149 USD
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Thu, Sep 3, 2026•9 Day Trip
$186 USD
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Fri, Sep 4, 2026•10 Day Trip
$195 USD
Returning
Sun, Sep 6, 2026•12 Day Trip
$157 USD