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
Monday, November 23rd, 2026
8 round-trip options
Returning
Sat, Nov 28, 2026•5 Day Trip
$421 USD
Returning
Sun, Nov 29, 2026•6 Day Trip
$524 USD
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Mon, Nov 30, 2026•7 Day Trip
$415 USD
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Wed, Dec 2, 2026•9 Day Trip
$215 USD
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Thu, Dec 3, 2026•10 Day Trip
$215 USD
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Fri, Dec 4, 2026•11 Day Trip
$215 USD
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Sun, Dec 6, 2026•13 Day Trip
$215 USD
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Mon, Dec 7, 2026•14 Day Trip
$215 USD