Chicago (ORD) to Naples (NAP) flight deal in economy from $675
$1,265 USD
-47%$675 USD
Verified about 2 hours agoDecember 2026
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Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price
Friday, December 11th, 2026
10 round-trip options
Returning
Wed, Dec 16, 2026•5 Day Trip
$929 USD
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Thu, Dec 17, 2026•6 Day Trip
$929 USD
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Fri, Dec 18, 2026•7 Day Trip
$888 USD
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Sat, Dec 19, 2026•8 Day Trip
$1,341 USD
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Sun, Dec 20, 2026•9 Day Trip
$889 USD
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Mon, Dec 21, 2026•10 Day Trip
$839 USD
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Tue, Dec 22, 2026•11 Day Trip
$989 USD
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Wed, Dec 23, 2026•12 Day Trip
$835 USD
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Thu, Dec 24, 2026•13 Day Trip
$824 USD
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Fri, Dec 25, 2026•14 Day Trip
$835 USD