Naples (NAP) to Chicago (ORD) flight deal in economy from $639

Monday, December 21st, 2026

8 round-trip options

Returning
Sat, Dec 26, 20265 Day Trip
$1,495 USD
Returning
Sun, Dec 27, 20266 Day Trip
$953 USD
Returning
Wed, Dec 30, 20269 Day Trip
$883 USD
Returning
Thu, Dec 31, 202610 Day Trip
$883 USD
Returning
Fri, Jan 1, 202711 Day Trip
$1,367 USD
Returning
Sat, Jan 2, 202712 Day Trip
$1,260 USD
Returning
Sun, Jan 3, 202713 Day Trip
$999 USD
Returning
Mon, Jan 4, 202714 Day Trip
$1,076 USD