Chicago (ORD) to Naples (NAP) flight deal in economy from $730
$1,035 USD
-29%$730 USD
Verified about 11 hours agoDecember 2026
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Limited Availability
10% 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
$1,692 USD
Returning
Sun, Jan 3, 2027•6 Day Trip
$1,591 USD
Returning
Mon, Jan 4, 2027•7 Day Trip
$1,380 USD
Returning
Tue, Jan 5, 2027•8 Day Trip
$1,310 USD
Returning
Wed, Jan 6, 2027•9 Day Trip
$1,164 USD
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Thu, Jan 7, 2027•10 Day Trip
$1,198 USD
Returning
Sun, Jan 10, 2027•13 Day Trip
$1,040 USD
Returning
Mon, Jan 11, 2027•14 Day Trip
$972 USD