$307 Find Cheap Flights from Naples to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Naples to Illinois departing on 6/2. 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Naples to Illinois, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Naples to Illinois, as well as popular online travel agencies
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Cheap Flight Deals from Naples to Illinois (NAP-USIL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Naples to Illinois 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.

Recent round-trip flight deals from Naples to Illinois

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Naples to Illinois.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
3:00 pm - 6:45 pmNAP-ORD
10h 45mnonstop
American Airlines Logo
8:25 pm - 1:00 pmORD-NAP
9h 35mnonstop
$545American Airlines
Find Deal
Thu, May 15 - Mon, May 19
British Airways Logo
7:50 am - 3:55 pmNAP-ORD
15h 05m1 stop
British Airways Logo
8:30 pm - 10:00 pmORD-NAP
18h 30m1 stop
$546British Airways
Find Deal
Fri, May 16 - Sun, Jun 1
KLM Logo
4:10 pm - 2:10 pmNAP-ORD
29h 00m1 stop
KLM Logo
1:35 pm - 11:35 amORD-NAP
15h 00m2 stops
$595KLM
Find Deal
Mon, Oct 6 - Sun, Oct 12
Delta Logo
6:10 am - 3:00 pmNAP-ORD
15h 50m1 stop
Delta Logo
10:31 am - 8:10 amORD-NAP
14h 39m1 stop
$598Delta
Find Deal
Thu, May 15 - Mon, May 19
Delta Logo
9:00 am - 9:27 pmNAP-MDW
19h 27m1 stop
Delta Logo
6:00 am - 8:10 amMDW-NAP
19h 10m2 stops
$600Delta
Find Deal
Thu, May 29 - Thu, Jun 5
KLM Logo
4:10 pm - 2:10 pmNAP-ORD
29h 00m1 stop
KLM Logo
4:20 pm - 3:25 pmORD-NAP
16h 05m1 stop
$603KLM
Find Deal
Sat, Aug 23 - Sun, Aug 31
United Airlines Logo
6:40 am - 9:52 amNAP-ORD
34h 12m2 stops
United Airlines Logo
4:00 pm - 11:40 amORD-NAP
12h 40m1 stop
$624United Airlines
Find Deal
Thu, May 29 - Sun, Jun 8
United Airlines Logo
6:40 am - 9:52 amNAP-ORD
34h 12m2 stops
United Airlines Logo
2:24 pm - 4:35 pmORD-NAP
19h 11m2 stops
$628United Airlines
Find Deal
Thu, May 29 - Sun, Jun 8
SWISS Logo
9:35 am - 3:55 pmNAP-ORD
13h 20m1 stop
SWISS Logo
2:20 pm - 8:45 amORD-NAP
11h 25m1 stop
$642SWISS
Find Deal
Fri, May 16 - Sun, Jun 1
SWISS Logo
9:35 am - 3:55 pmNAP-ORD
13h 20m1 stop
SWISS Logo
7:05 pm - 8:45 amORD-NAP
30h 40m1 stop
$689SWISS
Find Deal
Fri, Jun 13 - Sun, Jun 15
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KAYAK's insights & trends for Naples to Illinois flights

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

What is the cheapest Naples to Illinois flight route?

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

The cheapest ticket to Illinois from Naples found in the last 72 hours was to Chicago, at $732 round-trip. The most popular route is from Naples (NAP) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $732.

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

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

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


Good to know

High seasonJuly
Cheapest flight$307
Most popular time to fly and prices are also 1% lower on average.
Flight from Naples to Chicago

FAQs - booking Illinois flights

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

    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 Naples to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Naples to Illinois 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 Naples to Illinois?

    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 from Naples to Illinois with an airline and back with another airline.

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

    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 from Naples to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally in the morning, when round-trip flights cost $709 on average. Morning departures are around 20% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the evening, which is peak travel time and where the average cost of a ticket is $889.

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from Naples to the following destinations at these prices or less: Chicago $720 one-way - $952 round-trip

Top airline flying from Naples to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Naples to Illinois. 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 Naples to Illinois? 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.
7.2
American AirlinesOverall score based on 10000 reviews
7.2Comfort
7.5Boarding
6.9Entertainment
6.5Food
8.0Crew
Airline reviews

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

2.0 MediocreAnonymous, Apr 2025SDF - ORD
Read more American Airlines reviews

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

Everything was on time, we arrived early, everything worked well.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

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

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