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

Monday, December 14th, 2026

8 round-trip options

Returning
Sat, Dec 19, 20265 Day Trip
$919 USD
Returning
Sun, Dec 20, 20266 Day Trip
$917 USD
Returning
Mon, Dec 21, 20267 Day Trip
$917 USD
Returning
Tue, Dec 22, 20268 Day Trip
$867 USD
Returning
Wed, Dec 23, 20269 Day Trip
$872 USD
Returning
Thu, Dec 24, 202610 Day Trip
$872 USD
Returning
Sun, Dec 27, 202613 Day Trip
$1,011 USD
Returning
Mon, Dec 28, 202614 Day Trip
$1,015 USD