Chicago (ORD) to Boston (BOS) flight deal in economy from $187
ORDO'Hare International Airport
Chicago, United States
BOSLogan International Airport
Boston, United States
$216 USD
-13%$187 USD
Verified about 18 hours agoNovember 2026
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Great Availability
77% of dates checked are available within 10% of the lowest price
Monday, November 23rd, 2026
10 round-trip options
Returning
Sat, Nov 28, 2026•5 Day Trip
$325 USD
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Sun, Nov 29, 2026•6 Day Trip
$325 USD
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Mon, Nov 30, 2026•7 Day Trip
$241 USD
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Tue, Dec 1, 2026•8 Day Trip
$205 USD
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Wed, Dec 2, 2026•9 Day Trip
$205 USD
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Thu, Dec 3, 2026•10 Day Trip
$205 USD
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Fri, Dec 4, 2026•11 Day Trip
$205 USD
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Sat, Dec 5, 2026•12 Day Trip
$205 USD
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Sun, Dec 6, 2026•13 Day Trip
$205 USD
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Mon, Dec 7, 2026•14 Day Trip
$205 USD