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 6th, 2026
10 round-trip options
Returning
Fri, Dec 11, 2026•5 Day Trip
$1,339 USD
Returning
Sat, Dec 12, 2026•6 Day Trip
$1,618 USD
Returning
Sun, Dec 13, 2026•7 Day Trip
$799 USD
Returning
Mon, Dec 14, 2026•8 Day Trip
$752 USD
Returning
Tue, Dec 15, 2026•9 Day Trip
$757 USD
Returning
Wed, Dec 16, 2026•10 Day Trip
$777 USD
Returning
Thu, Dec 17, 2026•11 Day Trip
$989 USD
Returning
Fri, Dec 18, 2026•12 Day Trip
$799 USD
Returning
Sat, Dec 19, 2026•13 Day Trip
$1,581 USD
Returning
Sun, Dec 20, 2026•14 Day Trip
$799 USD