Support

Cheap flights from Chicago to Naples

Chicago
CHI
Naples
NAP

Flight deals from Chicago to Naples

Below you can see the best deals on flights Chicago — Naples for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 19 August, from $339.

Top 10 cheap flights from Chicago to Naples

About the Chicago — Naples flight

On this page, you can find and purchase flight tickets for the route from Chicago to Naples. The 7,949-kilometer flight operates regularly, with a frequency of about 5 flights per week.

The main carrier on this route is AA. Since ticket prices are dynamic, we recommend using the low-price calendar and the price trend chart. You can also find information on how to get to Chicago airport and how to travel from Naples airport after arrival.

Flight ticket prices by day: Chicago — Naples

Below is a calendar of the lowest flight ticket prices for Chicago — Naples by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $339 in ,, and the most expensive are around $643 in r. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--

Prices by month

Chicago → Naples, average one-way price

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$518lowMay$618mediumSep$638medium
Feb$498lowJun$678highOct$538low
Mar$548mediumJul$698highNov$468low
Apr$578mediumAug$688highDec$717high

Some values are estimated based on seasonality.

When to fly

The warmest period in Naples is August, with average temperatures reaching up to 29.9°C, while the rainiest and coolest month is November, which sees up to 258.21 mm of precipitation. For comfortable sightseeing, it is best to choose the spring or early autumn months.

Budget-wise, the most advantageous time to fly is in July, when prices start $314, and in August — $332. Peak pricing occurs in June and December, where tickets cost $649 and $644 respectively.

October is considered the optimal choice for a balance of price and weather: the heat subsides to a comfortable 21.5°C, and the flight will cost $415. We recommend avoiding November due to record rainfall.

Temperature · Naples

Dry and wet days · Naples

Wind speed and direction · Naples

We'll let you know if you need a visa

Enter your destination or
Your nationality
Destination

How to get the best deal on a Chicago — Naples ticket

  • Book in advance: For transatlantic flights, the optimal booking window is 3–5 months before departure, when AA offers the most flexible fares.
  • Use website tools: The price difference between adjacent dates can reach $192, so be sure to check the low-price calendar for mid-week departures.
  • Consider baggage rules: On the Chicago — Naples route, basic fares often include only carry-on luggage; it is more cost-effective to pay for checked baggage when booking your ticket online.
  • Monitor the price trend chart: If your dates are flexible, look at July and August, when flight costs are at their minimum, starting $314.

Airlines

Regular air service between the cities is provided by AA, which operates about 5 flights weekly. Most flights on this route involve one layover at major hubs, although the exact schedule depends on seasonality. Detailed information on departure times and connection options is available in the interactive list below: click on a carrier card for more details.

  • American AirlinesAA
    5x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ORD → NAP5x/week
    100.0%Open →

Cities and airports on the Chicago — Naples route

Flights Chicago — Naples depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and arrive at Naples International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure airports
Arrival airports

Interesting articles about Naples

Amalfi Coast and its Best TownsWhere to go

Amalfi Coast and its Best Towns

Imagine a road that feels more like a thrill ride than an ordinary highway. A narrow ribbon of asphalt winds like a serpentine path at a bird’s-eye view: on the left, sheer mountain cliffs covered wit…

7 Places to Visit in Italy in WinterTravel Ideas

7 Places to Visit in Italy in Winter

You don’t need a reason to visit Italy (but you do need a visa ). And any time of year is suitable: there’s always something to see and something to eat . Although this destination is often considered…

Tips for Travelers

Europe for Nature Lovers: 10 National Parks to Visit

If you think all of Europe has been traveled and explored extensively, or if you simply don’t feel like seeing cities — head to the most beautiful European national parks. There will be plenty to see,…

Cities of Italy: Unknown Cities and Their CharmUseful information

Cities of Italy: Unknown Cities and Their Charm

Italy is too good to get to know just once. In fact, it’s impossible! It’s so diverse: beautiful mountains in the north and breathtaking small towns with colorful houses on the southern coast. To visi…

Naked Society: Where Do Nudists Relax?Interesting

Naked Society: Where Do Nudists Relax?

When did people dare to shed their swimsuits and surrender their naked bodies to the power of sunbeams and sea waves? The relationship between humans and clothing began in deep antiquity. In ancient t…

Follow the Blue Flag: The Cleanest and Most Beautiful BeachesTravel Ideas

Follow the Blue Flag: The Cleanest and Most Beautiful Beaches

Not all beaches are created equal; some are noticeably better than others. And the best of the best are beaches marked with a “Blue Flag”. What kind of flag is this, who awards it, for what, and to wh…

Frequently asked questions about the Chicago — Naples flight

How long is the flight from Chicago to Naples?

The approximate travel time for a direct flight over a distance of 7,949 km is about 9 hours and 30 minutes. However, with layovers, the total journey duration typically increases to 12–15 hours.

Which airlines fly this route?

The main operator for flights from Chicago to Naples is the American airline AA. You can see a current list of all available carriers for your selected date in the search results on this page.

How much does the cheapest ticket cost?

Flight prices change constantly based on demand and how far in advance you book. The current minimum is recorded at from 24,559 ₽; see the low-price calendar for up-to-date information.

Which airport does the flight arrive at?

All international flights from the USA arrive at Naples International Airport (NAP), also known as Capodichino, which is located in close proximity to the city.

When is the best time to buy tickets to save money?

The lowest prices are generally available when booking several months before the trip. Try to choose flights departing on Tuesday or Wednesday, as they are often cheaper than weekend flights.

Where else you can fly from Chicago

See all

Where else you can fly from Naples

See all

We use cookies and services to collect user information. This is essential for the functioning of the site and for marketing purposes. You can find out more in .