Chicago (ORD) to Naples (NAP) flight deal in economy from $648

Wednesday, December 16th, 2026

8 round-trip options

Returning
Mon, Dec 21, 20265 Day Trip
$1,418 USD
Returning
Tue, Dec 22, 20266 Day Trip
$1,180 USD
Returning
Thu, Dec 24, 20268 Day Trip
$1,031 USD
Returning
Sat, Dec 26, 202610 Day Trip
$1,823 USD
Returning
Sun, Dec 27, 202611 Day Trip
$1,568 USD
Returning
Mon, Dec 28, 202612 Day Trip
$1,714 USD
Returning
Tue, Dec 29, 202613 Day Trip
$1,356 USD
Returning
Wed, Dec 30, 202614 Day Trip
$1,475 USD