Chicago (ORD) to Naples (NAP) flight deal in economy from $648
$970 USD
-33%$648 USD
Verified 16 days agoAugust 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Rare Availability
6% of dates checked are available within 10% of the lowest price
Monday, August 10th, 2026
9 round-trip options
Returning
Sat, Aug 15, 2026•5 Day Trip
$1,382 USD
Returning
Sun, Aug 16, 2026•6 Day Trip
$1,078 USD
Returning
Mon, Aug 17, 2026•7 Day Trip
$1,002 USD
Returning
Tue, Aug 18, 2026•8 Day Trip
$789 USD
Returning
Wed, Aug 19, 2026•9 Day Trip
$803 USD
Returning
Thu, Aug 20, 2026•10 Day Trip
$783 USD
Returning
Fri, Aug 21, 2026•11 Day Trip
$803 USD
Returning
Sun, Aug 23, 2026•13 Day Trip
$848 USD
Returning
Mon, Aug 24, 2026•14 Day Trip
$789 USD