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 2/2. 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, 0 bags

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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.
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

Sat, Mar 14 - Thu, Mar 19
Scandinavian Airlines Logo
8:20 pm - 8:35 pmORD-NAP
18h 15m1 stop
Scandinavian Airlines Logo
7:30 pm - 5:45 pmNAP-ORD
28h 15m1 stop
$472Scandinavian Airlines
Find Deal
Fri, Jan 16 - Sat, Jan 24
Multiple Airlines Logo
6:30 pm - 9:45 pmORD-NAP
20h 15m2 stops
Multiple Airlines Logo
10:25 pm - 5:20 pmNAP-ORD
25h 55m2 stops
$477Multiple Airlines
Find Deal
Sun, May 3 - Sat, May 9
TAP AIR PORTUGAL Logo
6:00 pm - 6:20 pmORD-NAP
17h 20m1 stop
TAP AIR PORTUGAL Logo
7:10 pm - 4:00 pmNAP-ORD
27h 50m1 stop
$489TAP AIR PORTUGAL
Find Deal
Fri, Mar 13 - Fri, Mar 20
Turkish Airlines Logo
12:50 pm - 6:25 pmORD-NAP
23h 35m1 stop
Turkish Airlines Logo
7:25 pm - 11:05 amNAP-ORD
21h 40m1 stop
$491Turkish Airlines
Find Deal
Fri, Apr 24 - Fri, May 1
TAP AIR PORTUGAL Logo
6:00 pm - 6:20 pmORD-NAP
17h 20m1 stop
TAP AIR PORTUGAL Logo
12:30 pm - 4:15 pmNAP-ORD
34h 45m1 stop
$496TAP AIR PORTUGAL
Find Deal
Mon, Dec 1 - Sun, Dec 7
Turkish Airlines Logo
11:50 am - 6:25 pmORD-NAP
23h 35m1 stop
Turkish Airlines Logo
9:15 am - 10:05 amNAP-ORD
31h 50m1 stop
$500Turkish Airlines
Find Deal
Sat, Nov 29 - Sun, Dec 14
Scandinavian Airlines Logo
7:20 pm - 6:35 pmORD-NAP
16h 15m1 stop
Scandinavian Airlines Logo
7:25 pm - 4:45 pmNAP-ORD
28h 20m1 stop
$504Scandinavian Airlines
Find Deal
Tue, Nov 25 - Mon, Dec 1
Lufthansa Logo
9:50 pm - 5:25 pmORD-NAP
12h 35m1 stop
Lufthansa Logo
2:15 pm - 6:35 pmNAP-ORD
35h 20m2 stops
$562Lufthansa
Find Deal
Sun, Nov 30 - Sun, Dec 7
SWISS Logo
6:50 pm - 2:10 pmORD-NAP
12h 20m1 stop
SWISS Logo
3:00 pm - 4:20 pmNAP-ORD
32h 20m1 stop
$567SWISS
Find Deal
Thu, Jan 8 - Thu, Jan 15
Lufthansa Logo
9:50 pm - 5:25 pmORD-NAP
12h 35m1 stop
Lufthansa Logo
6:15 pm - 6:25 pmNAP-ORD
31h 10m1 stop
$596Lufthansa
Find Deal

Everything you should know

Top airlines
Scandinavian Airlines
Cheapest • from $472 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD-NAP
Cheapest
ORD-NAP
Most popular
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 44% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 29% price drop
September
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$472
Overall average: $644
Scandinavian Airlines
Sat 3/14Thu 3/19
ORD - NAP • 1 stop
Cheapest one-way
$243
Multiple Airlines
Mon 2/2
ORD - NAP • 2 stops
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We hope you love your trip to Naples!
Booking Insights

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.

What is the cheapest Chicago to Naples flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Naples costs $814 on the route between Chicago O'Hare Intl Airport (ORD) and Naples (NAP). It is also the most popular route.

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, Saturday 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 $622 (return) on average. On the other hand, the most expensive months are June and May, where the average cost of round-trip tickets is $1,222 and $1,115 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.

No, with an average price for the route of $692, prices are generally cheapest when you fly direct.

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 3 weeks before departure, which saves you about 44% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonDecember
Cheapest flight$243
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 1% 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 $472 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, Finnair, and Iberia 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?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Naples, with SkyTeam being the most commonly used for this route.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Naples are SWISS and United Airlines. With an average price for the route of $1,068 and an overall rating of 7.5, SWISS is the most popular choice. United Airlines is also a great choice for the route, with an average price of $982 and an overall rating of 7.4.

  • 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 $723 or less one-way and $816 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.

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 9004 reviews
7.1Entertainment
8.1Crew
7.3Comfort
7.7Boarding
6.6Food
Airline reviews

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

10.0 ExcellentDr. Joseph, Oct 2025ORD - STL
Read more United Airlines reviews

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

Boarding was organized. Old plane. Seat fairly comfortable. Business Class much too large so you don’t receive as much attention as you should considering what you pay for the seat.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The flight attendants were rude. Seemed like they didn’t want to be there. Except for one girl that was really nice. Seats are sooooo uncomfortable. They give you a piece of paper and a thin cushion for a pillow and blanket that does nothing. Airlines have gone way downhill, especially United international flights. Food was disguting. Definitely flying ANA next time.

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Subject: Formal Complaint: Discriminatory and Unprofessional Conduct – Request for Immediate Action & Compensation Dear [Airline Customer Relations Team], I am writing to file a formal complaint regarding my recent travel experience with [Airline], which was by far the worst I have ever encountered. What occurred was not only unprofessional, but in several instances discriminatory, unsafe, and unacceptable. On the first leg of my trip, I arrived only four minutes past check-in. Instead of making any attempt to resolve the matter, your representative flatly denied me boarding and made me wait while she attended to passengers who arrived after me. By the time a manager intervened, it was too late to board, costing me time, money, and unnecessary frustration. The second leg of my trip (Chicago–San Francisco) raised even more serious concerns. From the outset, it was apparent that the staff—particularly two attendants—prioritized Caucasian passengers while dismissing African American and minority passengers. • When a Caucasian passenger in the exit row refused to comply with federal safety requirements, I, as a first responder, immediately offered to switch seats and assume the responsibility. My offer was blatantly ignored, and instead, a Caucasian passenger seated further up was chosen. This was discriminatory and deeply insulting, especially as I was actively de-escalating the situation that could have delayed the flight further. • During a lengthy tarmac delay of over 90 minutes, passengers were given conflicting and unreasonable instructions that created unnecessary distress and tension. • Throughout the flight, a visibly intoxicated passenger directly in front of me was disruptive, rude to others, failed to comply with seatbelt and electronic device rules, and yet faced no enforcement from the crew. In stark contrast, I was singled out for repeated compliance checks even though I was following every rule. This unequal treatment was so obvious that multiple passengers around me spoke up in my defense. This pattern of behavior demonstrated a clear lack of professionalism, disregard for passenger safety, and discriminatory treatment. I expect far better from an airline of your stature. As a paying customer subjected to this unacceptable treatment, I am formally requesting: 1. A full investigation into the conduct of the staff on both flights. 2. A written apology acknowledging the discriminatory and unprofessional behavior I endured. 3. Appropriate compensation for the distress, inconvenience, and mishandling of my travel. If this matter is not addressed promptly and thoroughly, I will have no choice but to escalate my complaint further, including filing with the U.S. Department of Transportation and sharing my experience through other channels. I trust [Airline] will take this complaint seriously and provide a timely resolution.

Check in was quick and easy during early hours. Flight was on time, and customer services was a plus.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

My flight was canceled 1 minute before boarding. The customer service was owful, no one could tell us what was going happened. I spent 30hrs instead of 15 from Washington DC to Brussels. No apologie or help

Boeing 777 is a bad choice for a such a long flight.

The staff at IST airport could have been more helpful. Too much wasted time and the plane from IST to KHI was just horrible. The plane was not clean and smelled bad!

This is my 2nd time with the Turkish airline. Would definitely recommend. In stability we connected to Indiago would not recommend, very cramped seating. No inflight entertainment..service was inferior.

I wouldn't know what the flight was like. AI canceled my flight reservation!! There's no way to speak to an actual human to fix the issue! NEVER AGAIN! ALWAYS BOOK YOUR FLIGHT DIRECTLY WITH THE AIRLINE NEVER GO THROUGH KAYAK OR JUSTFLY.COM!!

Paying extra for premium seats was wasted. Turkish Airlines takes 2 seats for bassinet. The lady next to me had a baby with bassinet Bassinet was in front of my seat

Rude staff. I would avoid using the word racist but definitely partially or discriminatory. My 72 yrs old mother who is also disabled was traveling on this flight. She was the second passenger boarded to the plane. The First elderly couple ahead of my mother were allowed to use the airplane bathroom but my mother was denied entry stating it was for safety reasons. My mother objected the the couple in front of her were allowed but hostess still stated that due to the flight safety reasons she can’t use it. Even my mother explained that he is using blood pressure medication that’s why she have to use the restroom frequently but the crew continued arguing her. At one point the Mae attendent even suggested that if that’s the case my mother can urinate in her seat. The level of disrespect against an elderly lady is beyond my comprehension. This matter will be taken to the social media to shame the employees involved.

my experience was great with Turkish airlines . the problem i encountered was with kayak booking. When I booked . it showed that im allowed a bag . and when I got to the airport, i had to pay $165 for one bag.

Not up to Business Class standards. Two of the three toilets were out of order. The hostesses were aware and didn’t show any responsible act to do something. Food quality was not what we expect from Turkish hospitality. Overall we were not impressed and disappointed.

During mid flight, try to get a flight attendant to help I couldn’t find one Otherwise, everything was perfect

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

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

My experience with Aer Lingus was not too good. First, because of the last minute delayed flight from Amsterdam to Dublin we almost missed our flight from Dublin to Philadelphia. Secondly, the flight from Dublin to Philadelphia had very uncomfortable seats especially it was a very long flight. My buttocks were constantly in pain for sitting on these seats for this long. Lastly, the service in the plane was also slow. I asked for a second cup of water and the hostess told me he'll be right back with that where it took him over an hour to come back with water. It was warm in the plane and I was very thirsty. Overall this airline needs much improvement in their services.

This flight left about 45 minutes late, and arrived about 45 minutes late, which was enough to make us miss our next flight and trap us in Dublin for 24 hours!!

The boarding process was not good. From check-in, there was only one desk for check-in, which made for a very long line. I asked to print out my boarding pass for the next leg of my trip, also via Aer Lingus, and they said they couldn't. I was unable to do this on the app or online, either. Many fellow passengers I spoke to had the same issue. Because the plane was delayed taking off by 90 minutes, everyone had to quickly go to a desk for their next boarding pass which was chaos. Overall it wasn't a smooth or happy experience.

They specifically asked about my flight from bordeaux to Dublin, which was fine. A little lacking but for a 1 and a half hour flight - it was more than enough. I transferred at Dublin and went to Newark. And wow that flight was incredible.

I liked that I went thru customs in Dublin instead of having to do that in LA.

Because of problem with aer Lingus, I couldn’t check in until just before the flight and was stuck in the middle seat

Fast and sensible boarding was absolutely amazing. But extortionate wifi and seats that barely moved, making me unable to sleep, didn't do a lot of favors.

I liked the front row seats. A lot of leg room. The check-in window needs to be longer

There was a mixup with our tickets. They said they did not receive payment for them but yet we had seat assignments. We had to purchase last-minute tickets which cost us three times as much. that’s why they got a rated of a one.

We were very satisfied and would fly with Aer Lingus again in the future.

Wonderful! Everyone very helpful and kind. Returning flight was cancelled but rebooking was easy.

Pretty normal flight was delayed due to traffic could have missed connecting flight to Venice but crew kept us well informed so we made it

Flight was on time and pretty standard. No Hiccups. I have no complaints, which is a lot to say about a 12 hour flight.

-The seats could be roomier -The entertainment in English could be more current! The moves were very old!!! -They served too many carbs! What happened to fruit and yogurt!!!!

We upgraded to premium economy and it made a difference in a 12 hr flight. I didn’t like that we had to deplane in the tarmac with our carryon luggage. Other than that, it was ok.

Everything was much better than I had expected, since I hadn’t heard of your airline before. I hope to take advantage of your excellent service again.

Staff were nice, we left on time and arrived early, food was good. Unfortunately, they lost one of our bags and have been unable to find it. So we are in Italy for a week for my husband‘s birthday and he does not have any of his clothing.

They gave us sandwiches as a meal twice. Snacks mid flight with cookies and a tuna panini. Then just the same tuna panini for dinner. That was it.

Top notch re cleanliness, comfort, operational. Attendants attentive, cheerful, courteous and professional. An unusually high-grade experience all around.

The staff was very good, the only thing was the air conditioning wasn't working during the boarding process so it was very hot inside the plane until we got airborne. The food wasn't great, the chicken was dry and hard to cut, the ravioli was ok and the little pizza pocket thing was pretty bad. Other than that is was a good flight all around

Everything you need to know for your flight from Chicago to Naples

Information on your arrival and departure airports

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