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

Wednesday, December 23rd, 2026

8 round-trip options

Returning
Mon, Dec 28, 20265 Day Trip
$1,143 USD
Returning
Tue, Dec 29, 20266 Day Trip
$1,133 USD
Returning
Wed, Dec 30, 20267 Day Trip
$1,241 USD
Returning
Thu, Dec 31, 20268 Day Trip
$1,185 USD
Returning
Fri, Jan 1, 20279 Day Trip
$1,386 USD
Returning
Sat, Jan 2, 202710 Day Trip
$1,765 USD
Returning
Tue, Jan 5, 202713 Day Trip
$1,384 USD
Returning
Wed, Jan 6, 202714 Day Trip
$1,237 USD