Cheap Flights from Chicago to Naples from CAD 399️ 2024

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Find Chicago to Naples flights starting at CAD 399.

Book one-way or return flights from Chicago to Naples from as little as CAD 399. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Chicago to Naples? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to Naples. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find Cheapest Airlines Flying from Chicago to Naples

View airlines operating flights from Chicago to Naples. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines

From CAD 399

Icelandair

From CAD 511

Scandinavian Airlines

From CAD 575

TAP Air Portugal

From CAD 592

British Airways

From CAD 660

Iberia

From CAD 663

United Airlines

From CAD 696

Finnair

From CAD 742

Virgin Atlantic

From CAD 766

Air Canada

From CAD 789

ANA airlines

Find more flights and airlines

Alternative Routes for Chicago to Naples Flights

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Naples.

Cheapest
ORD
22:35
28h 10m
1 transfer
NAP
09:45
O'Hare International Airport - Naples International Airport
Sun, Apr 28American Airlines
CAD 399
MDW
15:45
35h 15m
2 transfer
NAP
10:00
Midway International Airport - Naples International Airport
Fri, May 3Virgin Atlantic
CAD 766
MDW
15:45
35h 15m
2 transfer
NAP
10:00
Midway International Airport - Naples International Airport
Fri, May 3Virgin Atlantic
CAD 766
Find More Flights

How do I find the cheapest flights?

When are flight tickets from Chicago (CHI) to Naples (NAP) the cheapest?
Airlines adjust prices for flights from Chicago to Naples based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much are flights from Chicago (CHI) to Naples (NAP) cost?
According to Trip.com's data, the lowest price is around CAD 2,115.
What is the transportation method from the main airport to downtown in Naples?
- The distance from Naples International Airport to downtown is about 4km, by taxi about 20 minutes.
How many airports in Naples (NAP)?
There are 1 airport(s) in Naples (NAP): Naples International Airport.

How to find a cheap flight from Chicago to Naples

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Naples. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com