Boston (BOS) to Chicago (ORD) flight deal in economy from $187
BOSLogan International Airport
Boston, United States
ORDO'Hare International Airport
Chicago, United States
$217 USD
-14%$187 USD
Verified about 18 hours agoDecember 2026
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Great Availability
78% of dates checked are available within 10% of the lowest price
Saturday, December 19th, 2026
10 round-trip options
Returning
Thu, Dec 24, 2026•5 Day Trip
$241 USD
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Fri, Dec 25, 2026•6 Day Trip
$241 USD
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Sat, Dec 26, 2026•7 Day Trip
$361 USD
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Sun, Dec 27, 2026•8 Day Trip
$307 USD
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Mon, Dec 28, 2026•9 Day Trip
$277 USD
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Tue, Dec 29, 2026•10 Day Trip
$241 USD
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Wed, Dec 30, 2026•11 Day Trip
$277 USD
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Thu, Dec 31, 2026•12 Day Trip
$241 USD
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Fri, Jan 1, 2027•13 Day Trip
$242 USD
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Sat, Jan 2, 2027•14 Day Trip
$277 USD