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Fares from $26 One Way, $51 Round Trip from Chicago to Naples

Prices starting at $51 for return flights and $26 for one-way flights to Naples were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Need A Hotel In Naples?

Hotels In Top Naples Neighborhoods

Old Naples
246 hotels

Trianon Old Naples

3.5 out of 5.0
from

$119

Park Shore
214 hotels

Inn of Naples

3.0 out of 5.0
from

$93

Stay Near Exciting Naples Attractions

More About Flying To Naples from Chicago

Route Information for Flights from Chicago to Naples

Origin Airport IATA CodeCHI
Destination Airport IATA CodeFMY
Distance1122 mi
Direct Flight AirlinesAmerican Airlines, Air Canada, United Airlines, Spirit Airlines
Earliest Flight Arrival5:34PM UTC
Latest Flight Arrival3:12AM UTC

Chicago to Naples

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All-in-One

With Orbitz’s Display Matrix, it is so easy to book your perfect vacation package. Just add in flights from Chicago to Naples, decide if you want hotels and car rental included and click the button! Orbitz’s Display Matrix clearly shows all the deals and great savings available, including extra discounts, such as free nights.

Cheap Flights Equals Extra Miles

Enjoy great deals on Chicago to Naples flights and rack up those air miles at the same time! With Orbitz you just add in your frequent flyer number when asked and your qualifying miles are instant. Store your number to your account profile and next time you book your miles will be automatically added.

Safeguard with our Low Price Guarantee

Feel confident when you book your Chicago to Naples flights, a great hotel or a full vacation package that you are getting the best deal around. Orbitz’s low price guarantee assures you of peace of mind.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.