Cheap Flights from Naples International to Chicago

Compare Naples International to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals from Naples International to Chicago

Looking for a cheap last-minute deal or the best return flight from Naples International Airport to Chicago? If you want to travel next month, return fares start from ج.م.‏ 38,503. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Naples International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Naples International to Chicago flights are currently cheapest in June.

Direct flights from Naples International to Chicago

Naples to Chicago: Flight information

The things to know before you go.
Cheapest flight foundج.م.‏ 18,305
Cheapest month to flyJune
Average flight time10 hrs, 50 mins
Most popular airlineAmerican Airlines
Average flights per week62

Finding cheap flights from Naples International to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Naples International to Chicago is ج.م.‏ 30,030. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
10 hours and 50 minutes is the average flight time from Naples International to Chicago.
American Airlines, Finnair and Iberia fly direct from Naples International to Chicago.
As of June 2026, there are 31 flights per week flying from Naples International to Chicago.
The cheapest month to fly from Naples International to Chicago is usually October.
If you're flying from Naples International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from ج.م.‏ 30,030.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Naples International Airport to Chicago on Friday, 16 October 2026.
Yes – the average flight time is 10 hours and 50 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In June, the average temperature is usually around 19°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Aer Lingus and Finnair offer the cheapest flight tickets to Chicago.

Flying from Naples-Capodichino International Airport (NAP) to Chicago: what you need to know

  • The average duration of a direct flight from Naples-Capodichino International Airport to Chicago is 9 hours 20 minutes.

  • The timezone in Chicago is UTC-6. The city is seven hours behind Naples, where Naples-Capodichino International Airport is located.

  • With three flights a week between the two airports, Naples-Capodichino International Airport (NAP) to Chicago O'Hare International Airport (ORD) is the busiest route. American Airlines operates the earliest flight at 15:00. If you'd like to get more out of your day before jetting off, the last departure from NAP to ORD is with American Airlines at 15:00.

  • For a smooth journey, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This leaves you with plenty of time to board your NAP to Chicago flight.

  • Flying during a peak time such as August? Public holidays and other high seasons can mean longer queues and delays at security. Play things extra safe and get there up to four hours before an international flight and two hours before a domestic departure.

  • You can book a direct Naples-Capodichino International Airport to Chicago ticket. Begin your journey at NAP and end it at Chicago O'Hare International Airport (ORD).

  • American Airlines is a well-known carrier that operates direct flights from Naples-Capodichino International Airport to Chicago.

  • Think about adding a stopover to potentially find a cheaper plane ticket from NAP to Chicago. Just uncheck 'Direct flights only' during your search. Break up your journey by stopping at one of these popular options:

    • London Heathrow Airport (LHR)

    • Amsterdam Schiphol Airport (AMS)

    • Philadelphia International Airport (PHL)

  • The journey from central Naples to NAP takes about 25 minutes on public transport. If you ride-share, drive or take a taxi, you'll cover the 3 kilometres in 20 minutes or so, depending on traffic conditions.

  • Want an easy start to your holiday? Stay near NAP. Whether you're catching an early flight from Naples-Capodichino International Airport to Chicago or just don't like being rushed, these hotels have you covered:

  • 77% of flights taking off from Naples-Capodichino International Airport touch down at their destination on time.

How to find the cheapest flights from Naples-Capodichino International Airport (NAP) to Chicago

  • ج.م.‏ 18,305 is currently the best price for a one-way Naples-Capodichino International Airport to Chicago flight. Return plane tickets start from ج.م.‏ 30,030. These prices may change based on availability.

  • To secure cheap flights from NAP to Chicago, book your trip one month ahead of your departure.

  • Plan your trip for June. That's the best month for scoring a bargain on Naples-Capodichino International Airport to Chicago tickets. If you're flexible on when you fly, use the 'Whole month' tool to access the lowest price across every month.

  • There's no need to check in daily to find out if fares have dropped when you set up a Price Alert. We'll notify you when there's an updated deal for cheap flights from NAP to Chicago.

  • Find an affordable flight from Naples-Capodichino International Airport to Chicago with the help of our filters. Select your ideal times, airlines and number of stops, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) is around 27 kilometres from the centre of Chicago. If you're catching a taxi or a ride-share, the drive takes about 30 minutes.

  • Getting there on public transport takes about 45 minutes.

  • If you're coming in on a late flight from Naples-Capodichino International Airport to Chicago, nothing beats the convenience of staying near the terminal. Grab your suitcases from the carousel and then be showered and snoozing soon after at one of these hotels near ORD:

  • Lock in the best deal by reserving your vehicle from Chicago O'Hare International Airport around four weeks before your flight from NAP to Chicago.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • After your flight from Naples-Capodichino International Airport to Chicago has arrived, you can reach the city centre in around 25 minutes by car. Central Chicago is roughly 16 kilometres from Chicago Midway International Airport (MDW).

  • Public transport will get you there in around 30 minutes.

  • After stepping off your NAP to Chicago flight, settle in at a hotel near MDW. These are some great accommodation options that'll help you sink into relaxation mode:

  • Snap up a deal by securing your ride from MDW four weeks in advance. You can also expect to have a wider range of vehicles.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 145 kilometres from the centre of Chicago. It takes about 1 hour 40 minutes to get to the city centre by ride-share or taxi once you've hopped off your flight from Naples-Capodichino International Airport to Chicago.

  • If you're using public transport, the journey takes around 2 hours.

  • Book a hotel near RFD and get from baggage claim to bedtime in a flash. Whether you're arriving on a late NAP to Chicago flight or just want a hassle-free arrival, these accommodation options are all about convenience:

  • If you'd like a specific kind of vehicle, booking early increases your chances of getting your first choice. Reserve your ride from RFD a few weeks ahead of your flight from Naples-Capodichino International Airport to Chicago.

  • Chicago Rockford International Airport can be found at 2 Airport Cir.

Best time to go to Chicago

  • January is the quietest month for flights from Naples-Capodichino International Airport to Chicago, while July is the busiest. Choose the best time to visit Chicago based on whether you prefer a lively atmosphere or a more laid-back vibe.

  • Before locking in your Naples-Capodichino International Airport to Chicago plane ticket, think about the weather you're most comfortable in. July is the warmest month in Chicago, with temperatures ranging from 16ºC to 28ºC.

  • For cooler conditions, search for a cheap ticket from NAP to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

  • When it comes to looking for somewhere to lay your head, you'll find the top stays in Chicago right here. Explore these options once you've locked in your flight from Naples-Capodichino International Airport to Chicago:

  • There are so many things to discover in this city it can be tricky to know where to start. Art Institute of Chicago, Millennium Park and Willis Tower are major attractions which should be on every Chicago itinerary.

Explore more of the United States

  • Chicago has plenty going for it, but there are so many other corners of the United States just waiting to be explored. About 451 kilometres southeast of Chicago, a trip to Columbus will keep you busy. Check out popular attractions like Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • Around 257 kilometres southeast of Chicago, Indianapolis is another favourite stop in the United States. Experience this destination's highlights firsthand at Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.