Cheap Flights from Naples International to Chicago

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Flight deals from Naples International to Chicago

Looking for a cheap last-minute deal or the best return flight from Naples International to Chicago? 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 May.

Direct flights from Naples International to Chicago

Alternative Naples International to Chicago routes

Looking for the cheapest, fastest or easiest route from Naples International to Chicago? You could fly into the following airports instead.

Naples to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRs73,266
Cheapest month to flyMay
Average flight time10 hrs, 45 mins
Most popular airlineAmerican Airlines
Average flights per week16

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 Rs149,047. 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 45 minutes is the average flight time from Naples International to Chicago.
American Airlines flies direct from Naples International to Chicago.
As of April 2025, there are 8 flights per week flying from Naples International to Chicago.
The cheapest month to fly from Naples International to Chicago is usually April 2025.
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 Rs149,047.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Naples International Airport to Chicago on Tuesday, 26 August 2025.
Yes – the average flight time is 10 hours and 45 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 April, the average temperature is usually around 8°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, British Airways and American Airlines offer the cheapest flight tickets to Chicago.

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

  • Naples International Airport is located in Naples. Operating on the UTC-5 timezone, Chicago is 6 hours behind Naples.

  • To ensure you get on your flight from NAP to Chicago, leave plenty of time for things like baggage drop and finding your gate. Turning up two hours ahead of international departures and one hour before domestic flights is the general rule.

  • During popular months such as July, it's a good idea to get to the airport earlier than usual. Plan to arrive two hours before a domestic departure and four hours ahead of an international flight whenever you're travelling during peak periods in general.

  • A stopover is the perfect opportunity to take a break from travelling — and maybe even visit a new city. When browsing flights from NAP to Chicago, uncheck the 'Direct flights only' box to see where you can visit along the way. Top options include:

    • Philadelphia International Airport (PHL)

    • Milano Malpensa Airport (MXP)

    • London Heathrow Airport (LHR)

  • You will need an ETA for United States if you have a passport from Italy and are travelling for tourism purposes. Travel documentation and visa requirements can be subject to change. So before you book your cheap ticket from Naples International Airport to Chicago, check with your airline and your destination country's local embassy or consulate for the most up-to-date information.

  • NAP is around 5 kilometres from central Naples. If you're driving, catching a cab or ride-sharing from the centre, it'll take 12 minutes or so to get there, depending on traffic conditions. If you're taking public transport, expect the journey time to be approximately 24 minutes.

  • Catching an early flight from Naples International Airport to Chicago? Avoid the last-minute rush to the airport (and catch some extra z's) by choosing one of these stays near NAP:

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

  • Rs73,266 is the lowest price for a one-way ticket from Naples International Airport to Chicago. Return flights start from Rs149,047. These fares may change based on availability.

  • To pick up cheap tickets from NAP to Chicago, book early. Airlines tend to offer their best fares when flights are first made available.

  • Finding cheap tickets from Naples International Airport to Chicago is more likely if you can be flexible with your travel plans. Try using the 'Whole month' function to see the best prices across each month and snap up a great deal.

  • Log into your online account or use the app to set up a Price Alert. We'll get in touch straight away if there's a cheaper deal on this route. It's simple to do, and it'll save you from looking for flight tickets from NAP to Chicago every day.

  • Use the filters to tailor your flights from Naples International Airport to Chicago. Simply enter your ideal departure and arrival times, number of stops and airlines. Or sort your results by 'Cheapest' to see the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

Best time to go to Chicago

  • August is the busiest month to hop on a flight from Naples International Airport to Chicago while February is the quietest. To work out the best time to go to Chicago, consider your preferred travel pace and style.

  • When booking your flight from Naples International Airport to Chicago, think about the kind of weather you enjoy. July is the warmest month in Chicago, with temperatures ranging from 15ºC to 29ºC.

  • Search for cheap flights from NAP to Chicago in January if you like travelling in cooler conditions. Temperatures are at their lowest around then, ranging between -12ºC and 3ºC on average.

More about Chicago

  • After locking in your flight from Naples International Airport to Chicago, think about where you want to stay in this city. Make one of these accommodation options your base for exploring Chicago:

  • There are so many things to do and see in this city it can be hard to figure out where to begin. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are top attractions which should be on every Chicago itinerary.

Complete your Chicago trip with a car rental

  • We use the same magic that helped you find your cheap flight from Naples International Airport to Chicago to track down awesome deals on car rentals. Search for your ride in seconds and easily compare your options. Plus we give you everything you need to know about car rentals in Chicago, from the most popular car type to the average daily price.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.