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 19 hours agoDecember 2026
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Rare Availability
7% of dates checked are available within 10% of the lowest price
Tuesday, December 8th, 2026
8 round-trip options
Returning
Sun, Dec 13, 2026•5 Day Trip
$215 USD
Returning
Mon, Dec 14, 2026•6 Day Trip
$215 USD
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Wed, Dec 16, 2026•8 Day Trip
$215 USD
Returning
Thu, Dec 17, 2026•9 Day Trip
$316 USD
Returning
Fri, Dec 18, 2026•10 Day Trip
$293 USD
Returning
Sat, Dec 19, 2026•11 Day Trip
$301 USD
Returning
Sun, Dec 20, 2026•12 Day Trip
$215 USD
Returning
Tue, Dec 22, 2026•14 Day Trip
$295 USD