Chicago (ORD) to Naples (NAP) flight deal in economy from $730
$1,035 USD
-29%$730 USD
Verified about 13 hours agoNovember 2026
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Limited Availability
10% of dates checked are available within 10% of the lowest price
Monday, November 23rd, 2026
8 round-trip options
Returning
Sat, Nov 28, 2026•5 Day Trip
$1,685 USD
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Sun, Nov 29, 2026•6 Day Trip
$1,678 USD
Returning
Mon, Nov 30, 2026•7 Day Trip
$1,124 USD
Returning
Tue, Dec 1, 2026•8 Day Trip
$1,059 USD
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Wed, Dec 2, 2026•9 Day Trip
$1,059 USD
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Thu, Dec 3, 2026•10 Day Trip
$971 USD
Returning
Sun, Dec 6, 2026•13 Day Trip
$1,024 USD
Returning
Mon, Dec 7, 2026•14 Day Trip
$1,024 USD