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

Wednesday, July 29th, 2026

8 round-trip options

Returning
Mon, Aug 3, 20265 Day Trip
$1,140 USD
Returning
Wed, Aug 5, 20267 Day Trip
$1,070 USD
Returning
Thu, Aug 6, 20268 Day Trip
$1,204 USD
Returning
Fri, Aug 7, 20269 Day Trip
$1,183 USD
Returning
Sun, Aug 9, 202611 Day Trip
$1,387 USD
Returning
Mon, Aug 10, 202612 Day Trip
$1,314 USD
Returning
Tue, Aug 11, 202613 Day Trip
$1,517 USD
Returning
Wed, Aug 12, 202614 Day Trip
$1,244 USD