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
Sunday, December 20th, 2026
10 round-trip options
Returning
Fri, Dec 25, 2026•5 Day Trip
$1,929 USD
Returning
Sat, Dec 26, 2026•6 Day Trip
$3,252 USD
Returning
Sun, Dec 27, 2026•7 Day Trip
$2,209 USD
Returning
Mon, Dec 28, 2026•8 Day Trip
$1,917 USD
Returning
Tue, Dec 29, 2026•9 Day Trip
$2,036 USD
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Wed, Dec 30, 2026•10 Day Trip
$3,491 USD
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Thu, Dec 31, 2026•11 Day Trip
$2,287 USD
Returning
Fri, Jan 1, 2027•12 Day Trip
$3,846 USD
Returning
Sat, Jan 2, 2027•13 Day Trip
$4,295 USD
Returning
Sun, Jan 3, 2027•14 Day Trip
$3,284 USD