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

Sunday, December 20th, 2026

8 round-trip options

Returning
Fri, Dec 25, 20265 Day Trip
$1,103 USD
Returning
Sat, Dec 26, 20266 Day Trip
$1,596 USD
Returning
Mon, Dec 28, 20268 Day Trip
$1,216 USD
Returning
Wed, Dec 30, 202610 Day Trip
$1,664 USD
Returning
Thu, Dec 31, 202611 Day Trip
$1,536 USD
Returning
Fri, Jan 1, 202712 Day Trip
$1,645 USD
Returning
Sat, Jan 2, 202713 Day Trip
$1,949 USD
Returning
Sun, Jan 3, 202714 Day Trip
$1,398 USD