Chicago (ORD) to Naples (NAP) flight deal in economy from $676
$1,281 USD
-47%$676 USD
Verified 1 day agoDecember 2026
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Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price
Thursday, December 24th, 2026
10 round-trip options
Returning
Tue, Dec 29, 2026•5 Day Trip
$1,369 USD
Returning
Wed, Dec 30, 2026•6 Day Trip
$1,942 USD
Returning
Thu, Dec 31, 2026•7 Day Trip
$1,507 USD
Returning
Fri, Jan 1, 2027•8 Day Trip
$2,753 USD
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Sat, Jan 2, 2027•9 Day Trip
$2,645 USD
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Sun, Jan 3, 2027•10 Day Trip
$2,567 USD
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Mon, Jan 4, 2027•11 Day Trip
$1,675 USD
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Tue, Jan 5, 2027•12 Day Trip
$2,534 USD
Returning
Wed, Jan 6, 2027•13 Day Trip
$1,341 USD
Returning
Thu, Jan 7, 2027•14 Day Trip
$1,127 USD