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 17 hours agoNovember 2026
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Rare Availability
7% of dates checked are available within 10% of the lowest price
Sunday, November 22nd, 2026
8 round-trip options
Returning
Fri, Nov 27, 2026•5 Day Trip
$215 USD
Returning
Sat, Nov 28, 2026•6 Day Trip
$474 USD
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Mon, Nov 30, 2026•8 Day Trip
$374 USD
Returning
Tue, Dec 1, 2026•9 Day Trip
$215 USD
Returning
Wed, Dec 2, 2026•10 Day Trip
$215 USD
Returning
Thu, Dec 3, 2026•11 Day Trip
$215 USD
Returning
Fri, Dec 4, 2026•12 Day Trip
$215 USD
Returning
Sun, Dec 6, 2026•14 Day Trip
$215 USD