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
Tuesday, December 1st, 2026
10 round-trip options
Returning
Sun, Dec 6, 2026•5 Day Trip
$919 USD
Returning
Mon, Dec 7, 2026•6 Day Trip
$1,225 USD
Returning
Tue, Dec 8, 2026•7 Day Trip
$773 USD
Returning
Wed, Dec 9, 2026•8 Day Trip
$1,014 USD
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Thu, Dec 10, 2026•9 Day Trip
$773 USD
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Fri, Dec 11, 2026•10 Day Trip
$838 USD
Returning
Sat, Dec 12, 2026•11 Day Trip
$1,281 USD
Returning
Sun, Dec 13, 2026•12 Day Trip
$823 USD
Returning
Mon, Dec 14, 2026•13 Day Trip
$788 USD
Returning
Tue, Dec 15, 2026•14 Day Trip
$764 USD