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 20 hours agoNovember 2026
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Rare Availability
7% of dates checked are available within 10% of the lowest price
Saturday, November 21st, 2026
8 round-trip options
Returning
Thu, Nov 26, 2026•5 Day Trip
$215 USD
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Sat, Nov 28, 2026•7 Day Trip
$215 USD
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Sun, Nov 29, 2026•8 Day Trip
$610 USD
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Mon, Nov 30, 2026•9 Day Trip
$464 USD
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Wed, Dec 2, 2026•11 Day Trip
$215 USD
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Thu, Dec 3, 2026•12 Day Trip
$215 USD
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Fri, Dec 4, 2026•13 Day Trip
$215 USD
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Sat, Dec 5, 2026•14 Day Trip
$215 USD