Boston (BOS) to Chicago (ORD) flight deal in economy from $149
BOSLogan International Airport
Boston, United States
ORDO'Hare International Airport
Chicago, United States
$237 USD
-37%$149 USD
Verified about 10 hours agoNovember 2026
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Extremely Rare Availability
3% 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
$421 USD
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Sun, Nov 29, 2026•7 Day Trip
$524 USD
Returning
Tue, Dec 1, 2026•9 Day Trip
$215 USD
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Wed, Dec 2, 2026•10 Day Trip
$215 USD
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Thu, Dec 3, 2026•11 Day Trip
$215 USD
Returning
Sat, Dec 5, 2026•13 Day Trip
$215 USD
Returning
Sun, Dec 6, 2026•14 Day Trip
$215 USD