$321 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 10/9. 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

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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Flight Deals

Book Cheap Naples to Illinois Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Naples to Illinois

Wed, Sep 17 - Sun, Sep 21
SWISS Logo
2:50 pm - 3:55 pmNAP-ORD
32h 05m1 stop
SWISS Logo
9:50 pm - 8:45 amORD-NAP
27h 55m2 stops
$540SWISS
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Wed, Sep 17 - Sun, Sep 21
United Airlines Logo
11:35 am - 8:11 pmNAP-ORD
15h 36m1 stop
United Airlines Logo
6:00 am - 11:40 amORD-NAP
22h 40m1 stop
$541United Airlines
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Wed, Sep 17 - Sun, Sep 21
American Airlines Logo
3:00 pm - 6:50 pmNAP-ORD
10h 50mnonstop
American Airlines Logo
8:40 pm - 10:00 pmORD-NAP
18h 20m1 stop
$547American Airlines
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Mon, Oct 20 - Wed, Jan 14
British Airways Logo
12:00 pm - 8:11 pmNAP-ORD
15h 11m1 stop
British Airways Logo
9:40 am - 11:45 amORD-NAP
19h 05m2 stops
$550British Airways
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Thu, Oct 2 - Mon, Oct 6
Logo
7:40 am - 6:50 pmNAP-ORD
18h 10m2 stops
Logo
2:41 pm - 10:00 amORD-NAP
12h 19m1 stop
$553
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Thu, Oct 2 - Mon, Oct 6
British Airways Logo
7:40 am - 6:15 pmNAP-ORD
17h 35m1 stop
British Airways Logo
7:15 pm - 10:00 pmORD-NAP
19h 45m1 stop
$556British Airways
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Thu, Oct 2 - Mon, Oct 6
Logo
6:50 am - 2:15 pmNAP-ORD
14h 25m1 stop
Logo
7:15 pm - 2:25 pmORD-NAP
12h 10m1 stop
$558
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Tue, Sep 2 - Sat, Sep 6
American Airlines Logo
3:00 pm - 6:50 pmNAP-ORD
10h 50mnonstop
American Airlines Logo
4:45 pm - 10:00 amORD-NAP
34h 15m1 stop
$566American Airlines
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Thu, Oct 2 - Mon, Oct 6
Delta Logo
6:10 am - 5:45 pmNAP-ORD
18h 35m2 stops
Delta Logo
5:51 pm - 6:15 pmORD-NAP
17h 24m2 stops
$573Delta
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Thu, Oct 2 - Mon, Oct 6
Delta Logo
6:10 am - 6:35 pmNAP-MDW
19h 25m2 stops
Delta Logo
1:08 pm - 11:35 amMDW-NAP
15h 27m2 stops
$573Delta
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Booking Insights

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?

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

The cheapest ticket to Illinois from Naples found in the last 72 hours was to Chicago, at $479 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 $479.

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

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 $718, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Naples to Illinois, 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 Naples to Illinois is January, when tickets cost $566 (return) on average. On the other hand, the most expensive months are November and July, when the average cost of round-trip tickets is $1,111 and $779 respectively.

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 Friday, as it's usually the priciest day. When flying back from Illinois, Monday is the cheapest day to fly and Friday is the most expensive.

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Good to know

Low seasonFebruary
Cheapest flight$321
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 13% increase in price.
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 23% 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 $925.

Reviews of the 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
8.0Crew
6.9Entertainment
7.2Comfort
6.5Food
7.5Boarding
Airline reviews

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

6.0 GoodMitchell, Aug 2025CMH - ORD
Read more American Airlines reviews

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

They should have MSNBC available on board. A 4- hour flight should provide more than a cookie.

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

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

Information on your arrival and departure airports

Naples (NAP)

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