Chicago (ORD) to Naples (NAP) flight deal in economy from $676
$1,281 USD
-47%$676 USD
Verified 2 days agoOctober 2026
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Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price
Wednesday, October 21st, 2026
10 round-trip options
Returning
Mon, Oct 26, 2026•5 Day Trip
$1,053 USD
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Tue, Oct 27, 2026•6 Day Trip
$1,082 USD
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Wed, Oct 28, 2026•7 Day Trip
$1,655 USD
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Thu, Oct 29, 2026•8 Day Trip
$1,030 USD
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Fri, Oct 30, 2026•9 Day Trip
$2,054 USD
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Sat, Oct 31, 2026•10 Day Trip
$1,811 USD
Returning
Sun, Nov 1, 2026•11 Day Trip
$939 USD
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Mon, Nov 2, 2026•12 Day Trip
$914 USD
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Tue, Nov 3, 2026•13 Day Trip
$813 USD
Returning
Wed, Nov 4, 2026•14 Day Trip
$776 USD