Chicago (ORD) to Boston (BOS) flight deal in economy from $149
ORDO'Hare International Airport
Chicago, United States
BOSLogan International Airport
Boston, United States
$227 USD
-34%$149 USD
Verified about 5 hours agoAugust 2026
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Rare Availability
9% of dates checked are available within 10% of the lowest price
Monday, August 3rd, 2026
7 round-trip options
Returning
Sat, Aug 8, 2026•5 Day Trip
$245 USD
Returning
Sun, Aug 9, 2026•6 Day Trip
$216 USD
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Mon, Aug 10, 2026•7 Day Trip
$215 USD
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Wed, Aug 12, 2026•9 Day Trip
$162 USD
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Thu, Aug 13, 2026•10 Day Trip
$170 USD
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Fri, Aug 14, 2026•11 Day Trip
$170 USD
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Sun, Aug 16, 2026•13 Day Trip
$175 USD