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$252+ 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — NAP
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:40 pmORD - NAP
1 stop13h 30mAmerican Airlines
Thu 1/156:20 amNAP - ORD
1 stop15h 35mAmerican Airlines
Deal found 12/10$603
This KLM deal was found by Cheapflights users on 12/10. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:29 amMDW - NAP
2 stops17h 16mKLM
Thu 1/156:15 amNAP - MDW
2 stops19h 17mKLM
Deal found 12/10$770
This KLM deal was found by Cheapflights users on 12/10. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:41 amORD - NAP
2 stops17h 04mKLM
Thu 1/156:15 amNAP - ORD
2 stops18h 30mKLM
Deal found 12/10$833
This Mytrip deal was found by Cheapflights users on 12/10. 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.
Thu 12/258:00 amORD - NAP
2 stops31h 40mMultiple Airlines
Thu 1/158:00 amNAP - ORD
3 stops45h 42mMultiple Airlines
Deal found 12/10$1,013
This Gotogate deal was found by Cheapflights users on 12/10. 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 12/106:50 pmORD - NAP
1 stop12h 25mMultiple Airlines
Sun 12/149:15 amNAP - ORD
1 stop31h 50mMultiple Airlines
Deal found 12/10$1,025
This Mytrip deal was found by Cheapflights users on 12/10. 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.
Sun 12/146:30 pmORD - NAP
2 stops18h 05mMultiple Airlines
Tue 12/165:00 pmNAP - ORD
2 stops29h 00mMultiple Airlines
Deal found 12/10$1,063
This Gotogate deal was found by Cheapflights users on 12/11. 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.
Fri 12/126:50 pmORD - NAP
2 stops17h 05mMultiple Airlines
Fri 12/199:15 amNAP - ORD
1 stop31h 50mMultiple Airlines
Deal found 12/11$1,078
This Delta deal was found by Cheapflights users on 12/10. 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 12/101:23 pmORD - NAP
2 stops14h 47mDelta
Sun 12/146:15 amNAP - ORD
2 stops32h 40mDelta
Deal found 12/10$1,117
This Expedia deal was found by Cheapflights users on 12/10. 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 12/105:29 pmMDW - NAP
2 stops33h 16mKLM
Sun 12/1411:50 amNAP - MDW
2 stops18h 57mKLM
Deal found 12/10$1,161
This KLM deal was found by Cheapflights users on 12/10. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:29 amMDW - NAP
2 stops17h 16mKLM
Mon 12/296:35 amNAP - MDW
2 stops17h 51mKLM
Deal found 12/10$1,261
This KLM deal was found by Cheapflights users on 12/9. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:29 amMDW - NAP
2 stops17h 16mKLM
Wed 12/316:35 amNAP - MDW
2 stops17h 51mKLM
Deal found 12/9$1,377
This Delta deal was found by Cheapflights users on 12/9. 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 12/246:08 pmMDW - NAP
2 stops20h 07mDelta
Sun 12/286:15 amNAP - MDW
2 stops23h 07mDelta
Deal found 12/9$1,523

Find flight deals from Illinois to Naples

Keep the following information in mind while searching for Illinois to Naples flight deals. Data was last updated December 12, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$448
(Kiwi.com)

One-way from

$252
(Mytrip)

Popular in

June

Cheapest in

February

Average price

$932

Good round-trip deal

$825 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. 21% potential increase in price ($239 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip 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 December 12, 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

St. LouisNaples

STL - NAP

STLNAP

Lambert-St Louis

Sun 1/25

3:50 pm-1:25 pm

1 stop14h 35m

Naples

Sun 2/1

6:35 am-11:59 pm

2 stops24h 24m

$448

St. LouisNaples

STL - NAP

STLNAP

Lambert-St Louis

Sun 1/25

9:59 am-11:30 am

2 stops18h 31m

Naples

Sun 2/1

11:35 am-11:37 pm

2 stops19h 02m

$496

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sun 1/11

6:50 pm-2:10 pm

1 stop12h 20m

Naples

Mon 1/26

3:00 pm-4:20 pm

1 stop32h 20m

$526

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 1/21

7:00 am-11:30 am

2 stops21h 30m

Naples

Fri 1/30

6:15 am-3:10 pm

1 stop15h 55m

$546

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sun 1/18

1:55 pm-11:30 am

2 stops14h 35m

Naples

Thu 1/29

6:15 am-3:10 pm

1 stop15h 55m

$546

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 1/21

10:29 am-11:30 am

2 stops18h 01m

Naples

Thu 1/29

6:15 am-3:10 pm

1 stop15h 55m

$546

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Thu 1/8

3:45 pm-5:25 pm

2 stops18h 40m

Naples

Thu 1/15

6:15 pm-6:25 pm

1 stop31h 10m

$554

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mon 1/19

7:01 am-3:50 pm

2 stops25h 49m

Naples

Fri 1/30

6:15 am-9:35 pm

2 stops22h 20m

$556

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Tue 1/20

1:58 pm-9:15 pm

2 stops24h 17m

Naples

Fri 1/30

6:15 am-9:35 pm

2 stops22h 20m

$556

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mon 1/19

1:58 pm-3:50 pm

2 stops18h 52m

Naples

Wed 1/28

6:15 am-4:57 pm

2 stops17h 42m

$556

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 37 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 $816). 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 December 12, 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 12% 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.

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 12h 20m. Fly via Lufthansa, KLM, or SWISS to get the fastest option. There are 4929 mi between Illinois and Naples. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Illinois to Naples one-way?

    The cheapest airline one-way is Turkish Airlines, with whom users have recently found tickets for as low as $378. However, be on the lookout for offers from Scandinavian Airlines and American Airlines, as they are both options that can get you from Illinois to Naples for a low price.

  • 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 $766. While the most popular route (Chicago O'Hare Intl - Naples) can be booked for $501 on average, our data indicates $1,216 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 $816). 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$515FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$496Average$814FlexibilityNo cancel feeOn-time69%
Turkish AirlinesCheapest$530Average$626FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$575Average$744FlexibilityNo cancel feeOn-time76%
SWISSCheapest$602Average$791FlexibilityNo cancel feeOn-time79%
British AirwaysCheapest$612Average$842FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$629Average$1,111FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$634Average$857FlexibilityNo cancel feeOn-timeN/A
ITA AirwaysCheapest$713Average$975FlexibilityNo cancel feeOn-time81%

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