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$220+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — NAP
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 January 27, 2026.

This oojo deal was found by Cheapflights users on 1/25. 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 4/86:00 pm
ORD
-
NAP
1 stop17h 25m
TAP AIR PORTUGAL
Thu 4/167:15 pm
NAP
-
ORD
1 stop27h 45m
TAP AIR PORTUGAL
Deal found 1/25$381
This oojo deal was found by Cheapflights users on 1/26. 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.
Sat 4/46:15 pm
ORD
-
NAP
1 stop17h 05m
TAP AIR PORTUGAL
Fri 4/2412:30 pm
NAP
-
ORD
1 stop34h 45m
TAP AIR PORTUGAL
Deal found 1/26$388
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 pm
ORD
-
NAP
1 stop17h 20m
TAP AIR PORTUGAL
Sat 5/27:10 pm
NAP
-
ORD
1 stop27h 50m
TAP AIR PORTUGAL
Deal found 1/25$407
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 pm
ORD
-
NAP
1 stop17h 25m
TAP AIR PORTUGAL
Sat 5/27:10 pm
NAP
-
ORD
1 stop27h 50m
TAP AIR PORTUGAL
Deal found 1/25$408
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 pm
ORD
-
NAP
1 stop17h 25m
TAP AIR PORTUGAL
Tue 5/512:30 pm
NAP
-
ORD
1 stop34h 30m
TAP AIR PORTUGAL
Deal found 1/25$415
This oojo deal was found by Cheapflights users on 1/26. 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 4/296:00 pm
ORD
-
NAP
1 stop17h 25m
TAP AIR PORTUGAL
Thu 5/147:15 pm
NAP
-
ORD
1 stop27h 45m
TAP AIR PORTUGAL
Deal found 1/26$478
This Cheapflightsfares deal was found by Cheapflights users on 1/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2411:39 am
STL
-
NAP
2 stops22h 46m
Lufthansa
Tue 3/31:15 pm
NAP
-
STL
2 stops17h 44m
Lufthansa
Deal found 1/25$482
This oojo deal was found by Cheapflights users on 1/24. 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.
Mon 2/2311:59 am
STL
-
NAP
2 stops16h 51m
British Airways
Mon 3/21:55 pm
NAP
-
STL
2 stops40h 53m
British Airways
Deal found 1/24$488
This KAYAK deal was found by Cheapflights users on 1/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:15 pm
ORD
-
NAP
1 stop12h 50m
Scandinavian Airlines
Fri 5/811:55 am
NAP
-
ORD
1 stop35h 15m
Scandinavian Airlines
Deal found 1/25$497
This Air France deal was found by Cheapflights users on 1/25. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:50 pm
STL
-
NAP
2 stops20h 25m
Multiple Airlines
Tue 3/176:35 am
NAP
-
STL
2 stops15h 57m
Multiple Airlines
Deal found 1/25$501
This oojo deal was found by Cheapflights users on 1/26. 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.
Fri 4/246:00 pm
ORD
-
NAP
1 stop17h 20m
TAP AIR PORTUGAL
Fri 5/112:30 pm
NAP
-
ORD
1 stop34h 45m
TAP AIR PORTUGAL
Deal found 1/26$505
This Trip.com deal was found by Cheapflights users on 1/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/67:15 pm
ORD
-
NAP
1 stop16h 30m
Scandinavian Airlines
Fri 4/2411:55 am
NAP
-
ORD
1 stop35h 15m
Scandinavian Airlines
Deal found 1/26$507

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$381
(oojo)

One-way from

$220
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$622

Good round-trip deal

$827 or less

Good one-way deal

$685 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 ($231 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 January 2026
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 January 27, 2026.
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

Sat 4/4

6:15 pm-6:20 pm

1 stop17h 05m

Naples

Fri 4/24

12:30 pm-4:15 pm

1 stop34h 45m

$388

St. LouisNaples

STL - NAP

STLNAP

Lambert-St Louis

Mon 2/23

11:59 am-11:50 am

2 stops16h 51m

Naples

Mon 3/2

1:55 pm-11:48 pm

2 stops40h 53m

$488

St. LouisNaples

STL - NAP

STLNAP

Lambert-St Louis

Sun 3/1

5:50 pm-9:15 pm

2 stops20h 25m

Naples

Tue 3/17

6:35 am-4:32 pm

2 stops15h 57m

$501

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mon 4/6

7:15 pm-6:45 pm

1 stop16h 30m

Naples

Fri 4/24

11:55 am-4:10 pm

1 stop35h 15m

$507

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sun 2/22

9:50 pm-5:25 pm

1 stop12h 35m

Naples

Tue 3/10

2:50 pm-5:20 pm

1 stop32h 30m

$511

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Tue 4/21

11:25 am-2:45 pm

1 stop20h 20m

Naples

Wed 4/29

9:25 am-9:40 am

1 stop31h 15m

$520

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 4/15

11:25 am-7:45 pm

1 stop25h 20m

Naples

Wed 4/29

9:25 am-9:40 am

1 stop31h 15m

$523

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mon 2/2

8:20 pm-6:25 pm

1 stop15h 05m

Naples

Wed 2/11

7:25 pm-6:25 pm

1 stop30h 00m

$525

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Fri 2/20

8:20 pm-8:15 am

1 stop28h 55m

Naples

Wed 2/25

9:15 am-6:25 pm

1 stop16h 10m

$525

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Thu 4/9

11:25 am-8:25 am

1 stop14h 00m

Naples

Sat 4/18

8:45 pm-9:40 am

1 stop19h 55m

$534

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 55 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.

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 16h 30m. Fly via TAP AIR PORTUGAL, British Airways, or Scandinavian Airlines 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 $600. While the most popular route (Chicago O'Hare Intl - Naples) can be booked for $381 on average, our data indicates $908 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$515FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$496Average$821FlexibilityNo cancel feeOn-time69%
Turkish AirlinesCheapest$526Average$639FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$543Average$842FlexibilityNo cancel feeOn-time70%
LufthansaCheapest$575Average$812FlexibilityNo cancel feeOn-time76%
SWISSCheapest$602Average$810FlexibilityNo cancel feeOn-time79%
American AirlinesCheapest$625Average$1,086FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$633Average$856FlexibilityNo cancel feeOn-timeN/A
ITA AirwaysCheapest$713Average$1,033FlexibilityNo cancel feeOn-time81%

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