Chicago (ORD) to Naples (NAP) flight deal in economy from $730

Wednesday, December 16th, 2026

8 round-trip options

Returning
Mon, Dec 21, 20265 Day Trip
$1,035 USD
Returning
Tue, Dec 22, 20266 Day Trip
$985 USD
Returning
Wed, Dec 23, 20267 Day Trip
$985 USD
Returning
Thu, Dec 24, 20268 Day Trip
$985 USD
Returning
Fri, Dec 25, 20269 Day Trip
$936 USD
Returning
Sat, Dec 26, 202610 Day Trip
$1,133 USD
Returning
Tue, Dec 29, 202613 Day Trip
$1,154 USD
Returning
Wed, Dec 30, 202614 Day Trip
$1,154 USD