CHI - NAP

$243 Find Cheap Flights from Chicago to Naples

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Naples departing on 8/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Naples.
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Cheap Flights from Chicago to Naples (CHI-NAP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Naples that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Naples

Fri, Oct 31 - Sun, Nov 2
Scandinavian Airlines Logo
8:20 pm - 8:00 pmORD-NAP
17h 40m2 stops
Scandinavian Airlines Logo
9:25 pm - 4:45 pmNAP-ORD
26h 20m1 stop
$431Scandinavian Airlines
Find Deal
Sat, Nov 1 - Sun, Nov 9
Scandinavian Airlines Logo
8:20 pm - 8:35 pmORD-NAP
18h 15m1 stop
Scandinavian Airlines Logo
7:25 pm - 4:45 pmNAP-ORD
28h 20m1 stop
$441Scandinavian Airlines
Find Deal
Wed, Nov 12 - Sun, Nov 16
Scandinavian Airlines Logo
7:20 pm - 6:40 pmORD-NAP
16h 20m1 stop
Scandinavian Airlines Logo
7:25 pm - 4:45 pmNAP-ORD
28h 20m1 stop
$455Scandinavian Airlines
Find Deal
Wed, Nov 5 - Mon, Nov 10
Lufthansa Logo
9:50 pm - 5:25 pmORD-NAP
12h 35m1 stop
Lufthansa Logo
6:15 pm - 6:25 pmNAP-ORD
31h 10m1 stop
$456Lufthansa
Find Deal
Wed, Oct 15 - Mon, Nov 3
Lufthansa Logo
9:40 pm - 10:55 pmORD-NAP
18h 15m1 stop
Lufthansa Logo
6:15 pm - 6:25 pmNAP-ORD
31h 10m1 stop
$457Lufthansa
Find Deal
Tue, Oct 28 - Tue, Nov 11
United Airlines Logo
7:00 pm - 12:30 pmORD-NAP
11h 30m1 stop
United Airlines Logo
1:15 pm - 8:00 amNAP-ORD
25h 45m2 stops
$458United Airlines
Find Deal
Tue, Oct 28 - Tue, Nov 11
United Airlines Logo
2:15 pm - 12:30 pmORD-NAP
16h 15m2 stops
United Airlines Logo
1:15 pm - 8:00 amNAP-ORD
25h 45m2 stops
$462United Airlines
Find Deal
Mon, Oct 27 - Fri, Nov 7
KLM Logo
6:20 pm - 9:55 pmORD-NAP
21h 35m1 stop
KLM Logo
10:35 am - 9:46 pmNAP-ORD
18h 11m2 stops
$463KLM
Find Deal
Sun, Oct 26 - Sun, Nov 9
British Airways Logo
10:45 pm - 11:50 amORD-NAP
31h 05m1 stop
British Airways Logo
12:35 pm - 3:25 pmNAP-ORD
33h 50m1 stop
$515British Airways
Find Deal
Tue, Aug 26 - Tue, Sep 2
Aer Lingus Logo
3:45 pm - 10:40 amORD-NAP
11h 55m1 stop
Aer Lingus Logo
11:40 am - 7:00 pmNAP-ORD
14h 20m1 stop
$567Aer Lingus
Find Deal
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KAYAK's insights & trends for Chicago to Naples flights

Get data-powered insights and trends into flights from Chicago to Naples to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Naples?

What is the cheapest Chicago to Naples flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Naples.

Our data shows that the cheapest route for a return flight from Chicago to Naples cost $685 and was between Chicago O'Hare Intl Airport (ORD) and Naples (NAP). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $685.

What’s the cheapest day of the week to fly from Chicago to Naples?

The average price of all round-trip flights from Chicago to Naples clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago to Naples, look for departures on Mondays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Naples, Wednesday is the cheapest day to fly and Friday is the most expensive.

What is the cheapest month to fly from Chicago to Naples?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Naples, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Naples is January, where tickets cost $664 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $1,465 and $1,238 respectively.

Can I save money by flying with a layover from Chicago to Naples?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $903 on average.

How far in advance should I book a flight from Chicago to Naples?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Naples, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Naples, you should book around 6 weeks before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonDecember
High seasonSeptember
Cheapest flight$243
Best time to beat the crowds but there is an average 58% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Chicago O'Hare Airport to Naples

When to book flights from Chicago to Naples

Are your dates flexible? Find out the best times to travel from Chicago to Naples based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Naples

  • Are there services for those people with reduced mobility at Naples International Airport?

    Naples International Airport is dedicated to giving the best experience to all passengers especially those with reduced mobility. The airport offers traffic lights with sound indications, paths and tactile maps for the visually impaired not forgetting platforms with accessed ramps. Passengers with reduced mobility should contact the airport 48 hours before their flight in case they need assistance and plan of taking advantage of the services to be provided.

  • Can I find nursing rooms at Chicago International Airport?

    Chicago International Airport has nursing rooms which is located in Terminal 3 Rotunda, next to the Yoga room and Urban Garden. The room has seats, sinks, an outlet, and paper towels.

  • Can I find a business center at Naples International Airport?

    Naples International Airport has multiple business centers which offer services. The Premier Executive Center located in North Naples, Florida. It offers conference rooms, money transfers, and currency exchange.

  • Where can I sleep at Chicago O’Hare International Airport?

    Should you need a place to rest before your flight, there is the Hilton Chicago O’Hare International Airport is located inside the airport and is directly across Terminals 1, 2 and 3 connected by underground walkways. The hotel offers delicacies and alcoholic and non-alcoholic drinks.

  • What is the cheapest flight from Chicago to Naples?

    In the last 3 days, the lowest price for a flight from Chicago to Naples was $243 for a one-way ticket and $431 for a round-trip.

  • Do I need a passport to fly between Chicago and Naples?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Naples.

  • Which airports will I be using when flying from Chicago to Naples?

    Chicago is served by 2 major airports and there is only 1 main airport in Naples. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Naples.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Naples?

    American Airlines, and Finnair offer inflight Wi-Fi service on the Chicago to Naples flight route.

  • Which aircraft models fly most regularly from Chicago to Naples?

    The Boeing 787-8 Dreamliner is the aircraft model that flies most regularly on the Chicago to Naples flight route.

  • Which airline alliances offer flights from Chicago to Naples?

    oneworld is the only airline alliance operating flights between Chicago and Naples.

  • On which days can I fly direct from Chicago to Naples?

    There are nonstop flights from Chicago to Naples on a daily basis.

  • Which is the best airline for flights from Chicago to Naples, United Airlines or Scandinavian Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Naples are United Airlines and Scandinavian Airlines. With an average price for the route of $982 and an overall rating of 7.4, United Airlines is the most popular choice. Scandinavian Airlines is also a great choice for the route, with an average price of $599 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Chicago to Naples?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Naples.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Naples?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Naples from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Naples?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Naples with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Naples?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Naples from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Naples

  • Looking for a cheap flight? 25% of our users found flights on this route for $526 or less one-way and $745 or less round-trip.
  • Naples International Airport (NAP) offers two options that one can take from the airport to reach the city center. The options consist of a taxi and a bus. Though the taxi is more expensive than the bus it’s the fastest option since one can only use less than 15 minutes to arrive at the city center. One can also use the bus since it is the cheapest method and takes only 15 minutes for one to reach their destination.
  • Chicago offers a variety of parking lots that enable passengers to arrive at terminals in a few minutes. The airport has parking lots like Baymont by Wyndham O’Hare parking, La Quinta Inn Suites ORD Airport Parking and ORD Routes Airport Parking. The lots offer both short and long-term parking where the short-term packing facility is located adjacent to the domestic terminals. Long-term parking facilities are located at Economic Lots F and these lots offer free shuttle buses operating 24 hours a day.
  • If one is planning on extending their stay in Naples, renting a car would come in handy since it will be of help as one moves around. You can find a car rental at Surface Car Rental Capodichino Airport, which is 2 miles from the city center. One can rent a car from companies like Hertz, Budget, Dollar, and Thrifty are all set up to offer a wide range of cars.
  • Chicago O’Hare International Airport (ORD) has six animal relief areas where four are outdoor areas while the other two are inside the airport security. These animal relief areas are located at the Multi-Modal Facility and on the lower levels of Terminals 1, 2, and 3. The animal relief areas have chew toys, pet carriers, plastic bags, and dog treats. The area is covered in synthetic grass, small fire hydrants and a pop-up sprinkler system that cleans and gets rid of waste.
  • You can’t get bored during your flight since Turkish Airlines offers a wide range of options when it comes to entertainment. One can choose from a selection of TV shows, movies, games and music that keeps them entertained when onboard.

Prefer to fly direct from Chicago to Naples?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Naples.
Find which airlines fly direct from Chicago to Naples Airport, which days they fly and book direct flights.

Direct departures

Chicago to Naples

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Naples to Chicago

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Reviews of the top 5 airlines serving from Chicago to Naples

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Naples. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Naples? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8858 reviews
8.1Crew
7.3Comfort
6.6Food
7.7Boarding
7.0Entertainment
Airline reviews

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

10.0 ExcellentAnita, Jul 2025ORD - CMH
Read more United Airlines reviews

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

The 2 agents on the check in counter were super nice , helpful and very polite. Boarding was like a 1 2 3, I would recommend Turkish airlines for your next trip.

Everything was very good, except that the plane was an hour and a half late

flight with heavy turbulence old boeing 777 rest wasnt clean dashboard doesn’t work

Light and recline did not work on my seat. Very uncomfortable and could not read in the dark

Bad experience; they are not good anymore. They charge too much for luggage seat are so uncomfortable, Flight delays which may miss your next flight, they don’t care if you miss the flight or not. Zero customer services for front desk representatives Istanbul's airport I’m not using this airline any more.

I’ve been traveling for 20 years. I tried Turkish airline for the first time horrible horrible service and it would be my last time even if I get offer for a free ticket, I will not accept it. They have races and the worst Flight attendant

It wasn't good. I didn’t understand. They changed 320 dollars for 2 luggage. My ticket was regular and I paid almost 1200.00 dollars. Why they did charge? I want my money back.. thanks Yılmaz polat

Very punctual, the onboard staff was friendly and correct, the flight was fortunately very calm, the toilets were clean, in short, an excellent experience Thanks

Ordered Vegan meal - it was ok, but not exceptional. Seat ok row 39 middle section aisle. Nearly full flight - crew was busy but they did the best they could. There was a USB A port at the seat. I listened to my own music and only looked at flight information. One nice thing was the connection information was made available in the screen.

Very nice and friendly crew. Boarding system can be improved.

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

Charging for coffee on a business class fare??? And to not even mention it? Inexcusable. Boarding and disembarking was pathetic. Could not use a jetway on either end. Had to use stairs and walk across tarmac at origination and use stairs and be bussed to terminal at destination.

I had a great experience. I wasn’t sure what to expect but the crew helped me check my bags and made sure I got in the correct line to board. It was a bit of a walk to my gate so arrive early. I would recommend securing a flight that includes checking in your bag if you remotely think your baggage is over 10kg/22lbs. Be safe and upgrade unless you are carrying a backpack or weekend type baggage.

It was excellent! The plane left Chicago early. Arrived in Dublin early. The crew was excellent! It was a great experience.

The food was mediocre, the coffee was terrible. The entertaining selection was plentiful. They lost my checked luggage which put a damper on my 10-day vacation.

Weeeeeeell, you folks know economy class on Airbuses well--you're packed in like sardines. We may actually spring for more expensive seats next time, with a little room to stretch out. NO room to stretch out in Airbus economy class! :-) Apart from this, the food was decent (considering that it's mass-produced, and has severe spatial restrictions of its own), the staff were friendly enough, and there was a wide selection of movies, etc. to watch. Overall, I'd tend to use the word "adequate" rather than "exceptional" for my experience. But really, how could it be otherwise?

Excellent service, full flight but all went well ; slightly delayed start at Faro but arrived in Cork on time.

Seats were less comfortable and tight from Newark to Dublin, than my second flight ( small segment from Dublin to Lyon). Movie audio was with frying sound overall. Yet the worst was as follows: one male, (dark hair , glasses on) from the crew member was so cold and rough, while I remained with constancy polite and kind. Per exple with the noise level I could not hear him at first for beverages, he rolled his eyes at the third times I finally heard him. From the start, loading my small hand bags , he directly spoke to me and said “ I had to keep my shopping bad by my seat, under , while there was sufficient room and I was among the last to sit. I show him the space , his face was always dull, stoic, not welcoming as the usual crew members from any airline companies are. When I think of my experience I liard w Aer Lingus, this is the image that gets back to me. Needless to say that as a passenger and client, I felt belittled since all this happened in front of the surrendering passengers. It s an affront and not a pleasant feeling especially when being traveling which oftentimes involves stress with carrying, and making it on time. I m not happy with the experience I had to be honest and I fly four times a year. Thank you for allowing me to share this statement with your company.

I would face like to have more selections for entertainments overall it was very good. .

One cold drinks service. No snacks with drinks. No tomato juice or apple juice, coke - only fanta or sprite then ran out of that. Went to gally after meal service no one there / no self service for water at least. Waited 25 min for cabin crew to assist. No recycling of cardboard/ plastic - all put to garbage. Breakfast was a nutrigrain bar and an orange juice. Also I'm sure I booked a flight with checked luggage allowance but had to buy extra when I had my booking confirmation. Movies were good. Chairs comfy. Pillow and blanket and ac vents.

I would definitely use a Linus again, the price was right, the service is excellent. No delays. Wish I had a direct flight from my hometown Detroit.

Two of my four flights had issues with toilets either NOT fully operational or completely out of order. Boarding was a joke because they have NOT established who is running the show. In the end, she did a terrible job. The seats 💺 were loose goose and the drinks and snacks were limiting in choices. Also, following Alitalia as an inspiration was strange since they went out of business.

We had a 3 hour delay and then a long taxi to take off. It would have been helpful for the pilot to have communicated more about what was going on. There was no A/C during the wait, and the cabin must have been more than 85 to 90 degrees. The crew gave water to the people in the front but by the time they go to the back of the plane they stopped giving out water. Eventually I went back and asked for some in the rear of the plane (for a second time). The food was close to inedible. I thought on an Italian flight that the pasta would be better than the chick, but honestly, a Swanson's TV dinner would have been better. I had a bite or two to keep my blood sugar up, but basically I couldn't eat it.

Boarding was chaotic. Service was poor. Attendant was slow and rude. In business class, I was not offered a drink until 1.5 hrs,after takeoff. Food was inedible.

Terrible. They canceled 2 flights and then sent everyone by BUS from Rome. They should make amends by offering some sort of compensation.

We ordered a gluten free meal and never got it!

The company tries shamelessly to squeeze every dollar)Euro out of its passengers. During the check-in the force you to go through the seat selection, you can skip it. They will assign you the worst seat available, then show you the other available seats on the map, for a fee. But they won't show you the fee until you click on it. And once you do click, there's no way to unselect it!! You will get stuck and forced to pay for that seat. Cheaters!!

Seats weren’t comfortable. Both of our seat backs were either almost straight vertical or laying back into the laps of the people behind us, which is a weird angle to try to get some sleep even on a plane. No in between. Also, neither seat would spring forward like they should.

There wasn't a time for neither food morning entertainment in a short one hour hop over.

Flight on time, flight assistants super nice, business class very comfortable. The whole experience was very good.

It is the worst ever airline. All employees I spoke with over the phone were pompous asses.

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Information on your arrival and departure airports

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