Chicago (ORD) to Boston (BOS) flight deal in economy from $149
ORDO'Hare International Airport
Chicago, United States
BOSLogan International Airport
Boston, United States
$232 USD
-36%$149 USD
Verified about 13 hours agoSeptember 2026
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Rare Availability
7% of dates checked are available within 10% of the lowest price
Wednesday, September 30th, 2026
9 round-trip options
Returning
Tue, Oct 6, 2026•6 Day Trip
$197 USD
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Wed, Oct 7, 2026•7 Day Trip
$197 USD
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Thu, Oct 8, 2026•8 Day Trip
$341 USD
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Fri, Oct 9, 2026•9 Day Trip
$394 USD
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Sat, Oct 10, 2026•10 Day Trip
$312 USD
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Sun, Oct 11, 2026•11 Day Trip
$206 USD
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Mon, Oct 12, 2026•12 Day Trip
$347 USD
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Tue, Oct 13, 2026•13 Day Trip
$272 USD
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Wed, Oct 14, 2026•14 Day Trip
$197 USD