Chicago (ORD) to Naples (NAP) flight deal in economy from $675

Tuesday, September 22nd, 2026

10 round-trip options

Returning
Sun, Sep 27, 20265 Day Trip
$1,271 USD
Returning
Mon, Sep 28, 20266 Day Trip
$1,103 USD
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Tue, Sep 29, 20267 Day Trip
$1,046 USD
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Wed, Sep 30, 20268 Day Trip
$1,046 USD
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Thu, Oct 1, 20269 Day Trip
$1,052 USD
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Fri, Oct 2, 202610 Day Trip
$1,052 USD
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Sat, Oct 3, 202611 Day Trip
$1,112 USD
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Sun, Oct 4, 202612 Day Trip
$1,362 USD
Returning
Mon, Oct 5, 202613 Day Trip
$1,100 USD
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Tue, Oct 6, 202614 Day Trip
$1,043 USD