Boston (BOS) to Chicago (ORD) flight deal in economy from $187
BOSLogan International Airport
Boston, United States
ORDO'Hare International Airport
Chicago, United States
$217 USD
-14%$187 USD
Verified about 16 hours agoOctober 2026
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Great Availability
78% of dates checked are available within 10% of the lowest price
Monday, October 12th, 2026
10 round-trip options
Returning
Sat, Oct 17, 2026•5 Day Trip
$260 USD
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Sun, Oct 18, 2026•6 Day Trip
$313 USD
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Mon, Oct 19, 2026•7 Day Trip
$260 USD
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Tue, Oct 20, 2026•8 Day Trip
$260 USD
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Wed, Oct 21, 2026•9 Day Trip
$260 USD
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Thu, Oct 22, 2026•10 Day Trip
$296 USD
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Fri, Oct 23, 2026•11 Day Trip
$260 USD
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Sat, Oct 24, 2026•12 Day Trip
$296 USD
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Sun, Oct 25, 2026•13 Day Trip
$313 USD
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Mon, Oct 26, 2026•14 Day Trip
$260 USD