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

Tuesday, December 22nd, 2026

8 round-trip options

Returning
Sun, Dec 27, 20265 Day Trip
$1,140 USD
Returning
Mon, Dec 28, 20266 Day Trip
$1,143 USD
Returning
Tue, Dec 29, 20267 Day Trip
$1,180 USD
Returning
Wed, Dec 30, 20268 Day Trip
$1,241 USD
Returning
Thu, Dec 31, 20269 Day Trip
$1,217 USD
Returning
Fri, Jan 1, 202710 Day Trip
$1,386 USD
Returning
Mon, Jan 4, 202713 Day Trip
$1,588 USD
Returning
Tue, Jan 5, 202714 Day Trip
$1,384 USD