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$241+ Cheap flights from Illinois to Naples (NAP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — NAP
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find flight deals from Illinois to Naples

Cheapest flights from Illinois to Naples
Explore the most affordable flight options available from Illinois to Naples. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This FlightHub deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/611:50 amORD - NAP
1 stop23h 35mTurkish Airlines
Mon 11/109:15 amNAP - ORD
1 stop31h 50mTurkish Airlines
Deal found 10/28$491
This FlightHub deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/411:50 amORD - NAP
1 stop23h 35mTurkish Airlines
Mon 11/107:25 pmNAP - ORD
1 stop21h 40mTurkish Airlines
Deal found 10/29$501
This FlightHub deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2711:50 amORD - NAP
1 stop23h 35mTurkish Airlines
Thu 12/49:15 amNAP - ORD
1 stop31h 50mTurkish Airlines
Deal found 10/28$510
This oojo deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:19 amORD - NAP
2 stops22h 01mITA Airways
Wed 12/106:35 amNAP - ORD
2 stops20h 48mITA Airways
Deal found 10/29$524
This lol.travel deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/109:50 pmORD - NAP
1 stop12h 35mMultiple Airlines
Mon 11/243:00 pmNAP - ORD
1 stop32h 20mMultiple Airlines
Deal found 10/27$525
This Gotogate deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/249:50 pmORD - NAP
1 stop12h 35mMultiple Airlines
Mon 12/83:00 pmNAP - ORD
1 stop32h 20mMultiple Airlines
Deal found 10/28$526
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:20 pmORD - NAP
1 stop20h 55mDelta
Thu 11/2011:50 amNAP - ORD
1 stop33h 30mDelta
Deal found 10/29$535
This Mytrip deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2512:50 pmORD - NAP
2 stops18h 00mMultiple Airlines
Tue 12/26:15 pmNAP - ORD
1 stop31h 10mMultiple Airlines
Deal found 10/27$537
This FlightHub deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/811:50 amORD - NAP
1 stop23h 35mTurkish Airlines
Sat 11/157:25 pmNAP - ORD
1 stop21h 40mTurkish Airlines
Deal found 10/28$538
This Expedia deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:35 pmSTL - NAP
2 stops15h 50mLufthansa
Mon 1/121:15 pmNAP - STL
2 stops17h 44mLufthansa
Deal found 10/27$547
This Gotogate deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:50 pmSTL - NAP
1 stop19h 25mMultiple Airlines
Mon 1/123:00 pmNAP - STL
2 stops55h 29mMultiple Airlines
Deal found 10/27$554
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/121:47 pmMDW - NAP
2 stops14h 43mDelta
Wed 11/196:15 amNAP - MDW
2 stops18h 53mDelta
Deal found 10/29$555

Cheap flight deals from Illinois to Naples

Keep the following information in mind while searching for Illinois to Naples flight deals. Data was last updated October 29, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$484
(FlightHub)

One-way from

$241
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$824

Good round-trip deal

$816 or less

Good one-way deal

$723 or less
Provider with most accurate pricing for Chicago (CHI)-Naples flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Naples flights.
Search Deals
From Illinois to Naples
Search Deals
One-way flight from Illinois to Naples
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($264 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Naples.
Search Deals
Price to beat on a one-way flight from Illinois to Naples.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Naples that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Illinois to Naples that are best for you.

Fly from

Illinois

Fly to

Naples

Route

Depart

Return

Price

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Thu 3/19

9:20 pm-6:25 pm

1 stop15h 05m

Naples

Sun 3/29

8:45 pm-9:40 am

1 stop19h 55m

$491

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Fri 3/27

9:20 pm-6:25 pm

1 stop15h 05m

Naples

Sun 4/5

9:25 am-9:40 am

1 stop31h 15m

$510

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sat 3/28

12:50 pm-6:45 pm

1 stop23h 55m

Naples

Sat 4/4

8:45 pm-9:40 am

1 stop19h 55m

$510

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 4/1

7:50 pm-7:45 pm

1 stop16h 55m

Naples

Fri 4/10

8:45 pm-6:15 pm

1 stop28h 30m

$518

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Fri 4/24

7:15 pm-7:15 pm

2 stops17h 00m

Naples

Fri 5/1

11:55 am-4:10 pm

1 stop35h 15m

$519

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Tue 3/3

11:50 am-6:25 pm

1 stop23h 35m

Naples

Tue 3/10

9:15 am-11:05 am

1 stop31h 50m

$529

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 1/14

9:50 pm-5:25 pm

1 stop12h 35m

Naples

Wed 1/21

1:15 pm-11:06 am

2 stops28h 51m

$538

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mon 11/24

11:48 am-11:50 am

2 stops17h 02m

Naples

Mon 12/8

1:55 pm-1:50 pm

1 stop30h 55m

$542

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 4/1

2:10 pm-11:30 am

2 stops14h 20m

Naples

Fri 4/10

10:15 am-5:37 pm

1 stop14h 22m

$544

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 11/12

9:50 pm-5:25 pm

1 stop12h 35m

Naples

Wed 11/19

6:15 pm-6:25 pm

1 stop31h 10m

$545

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 39 results
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Best time to book a flight from Illinois to Naples

Have a flexible travel schedule? Discover the best time to fly to Naples from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Illinois to Naples?

Currently, March is the cheapest month in which you can book a flight from Illinois to Naples (average of $496). Flying from Illinois to Naples in June is currently the most expensive (average of $818). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to NAP?

Find hourly flight availability from Illinois to Naples. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

When flying from Illinois to Naples, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 11% versus a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Illinois to Naples. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Naples flight should consider departing on Sunday mornings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Illinois to Naples?

Related info for your journey

Find useful and relevant information for your journey from Illinois to Naples. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Naples from Illinois?

    For a flight from Illinois to Naples, you will be flying into Naples. Naples (NAP) is just 2.9 mi from the center of the city.

  • How long is the flight from Illinois to Naples?

    There are many flights that can get you from Illinois to Naples in 14h 43m. Fly via Turkish Airlines, Scandinavian Airlines, or Delta to get the fastest option. There are 4931 mi between Illinois and Naples. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Illinois to Naples?

    The most popular route from Illinois to Naples is Chicago O'Hare Intl - Naples. You may also consider Chicago Midway - Naples or Lambert-St Louis - Naples.

  • What are the cheapest flights from Illinois to Naples?

    Looking at all options, your cheapest flight can be booked for $441. While the most popular route (Chicago O'Hare Intl - Naples) can be booked for $478 on average, our data indicates $931 when flying from Illinois to Naples.

  • Can I find deals for flights from Illinois to Naples that include hotel bookings?

    Yes. In addition to deals on Illinois to Naples flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Naples?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Naples.

  • Can I find deals for business class flights from Illinois to Naples?

    Yes. Cheapflights offers flight deals from Illinois to Naples by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Naples?

    Currently, March is the cheapest month in which you can book a flight from Illinois to Naples (average of $496). Flying from Illinois to Naples in June is currently the most expensive (average of $818). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Naples?

Book flights to Naples if you plan to visit one of these locations
Praiano
Ravello
Conca Dei Marini
Maiori
Sant'Agnello
Vico Equense

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Alternative routes for Illinois to Naples

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Illinois to Naples

Discover the top 9 airlines that operate flights from Illinois to Naples. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$522FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$496Average$814FlexibilityNo cancel feeOn-time69%
British AirwaysCheapest$497Average$838FlexibilityNo cancel feeOn-time70%
Turkish AirlinesCheapest$517Average$622FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$575Average$744FlexibilityNo cancel feeOn-time76%
SWISSCheapest$602Average$919FlexibilityNo cancel feeOn-time79%
American AirlinesCheapest$631Average$1,123FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$634Average$858FlexibilityNo cancel feeOn-timeN/A
ITA AirwaysCheapest$713Average$1,011FlexibilityNo cancel feeOn-time81%

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