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

Monday, December 21st, 2026

8 round-trip options

Returning
Sat, Dec 26, 20265 Day Trip
$1,763 USD
Returning
Sun, Dec 27, 20266 Day Trip
$1,329 USD
Returning
Tue, Dec 29, 20268 Day Trip
$1,594 USD
Returning
Thu, Dec 31, 202610 Day Trip
$1,703 USD
Returning
Fri, Jan 1, 202711 Day Trip
$1,812 USD
Returning
Sat, Jan 2, 202712 Day Trip
$2,116 USD
Returning
Sun, Jan 3, 202713 Day Trip
$2,017 USD
Returning
Mon, Jan 4, 202714 Day Trip
$1,837 USD