Chicago (ORD) to Naples (NAP) flight deal in economy from $648
$970 USD
-33%$648 USD
Verified 14 days agoDecember 2026
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Rare Availability
6% of dates checked are available within 10% of the lowest price
Monday, December 28th, 2026
8 round-trip options
Returning
Sat, Jan 2, 2027•5 Day Trip
$1,719 USD
Returning
Sun, Jan 3, 2027•6 Day Trip
$1,620 USD
Returning
Tue, Jan 5, 2027•8 Day Trip
$1,128 USD
Returning
Thu, Jan 7, 2027•10 Day Trip
$808 USD
Returning
Fri, Jan 8, 2027•11 Day Trip
$834 USD
Returning
Sat, Jan 9, 2027•12 Day Trip
$819 USD
Returning
Sun, Jan 10, 2027•13 Day Trip
$843 USD
Returning
Mon, Jan 11, 2027•14 Day Trip
$714 USD