HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Naples

$486+ Cheap flights from Westchester County to Naples (NAP)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — NAP
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Westchester County to Naples with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Westchester County to Naples

Best flights from Westchester County to Naples
Discover carefully curated flight deals from Westchester County to Naples that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 4, 2025.

This KLM deal was found by Cheapflights users on 12/3. 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.
Sun 1/1812:50 pmHPN - NAP
2 stops16h 40mKLM
Sun 1/2511:35 amNAP - HPN
2 stops28h 13mKLM
Deal found 12/3$486
This American Airlines deal was found by Cheapflights users on 12/4. 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.
Wed 5/207:34 amHPN - NAP
1 stop20h 26mAmerican Airlines
Wed 5/2712:00 pmNAP - HPN
2 stops17h 18mAmerican Airlines
Deal found 12/4$2,224
This American Airlines deal was found by Cheapflights users on 12/4. 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.
Wed 5/2012:44 pmHPN - NAP
1 stop15h 16mAmerican Airlines
Tue 5/266:05 amNAP - HPN
2 stops22h 49mAmerican Airlines
Deal found 12/4$2,383
This American Airlines deal was found by Cheapflights users on 12/4. 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 5/2111:29 amHPN - NAP
2 stops16h 31mAmerican Airlines
Thu 5/283:00 pmNAP - HPN
2 stops26h 18mAmerican Airlines
Deal found 12/4$2,449
This American Airlines deal was found by Cheapflights users on 12/4. 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.
Wed 5/2012:44 pmHPN - NAP
1 stop15h 16mAmerican Airlines
Thu 5/2812:00 pmNAP - HPN
2 stops17h 18mAmerican Airlines
Deal found 12/4$2,459
This American Airlines deal was found by Cheapflights users on 12/4. 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 5/2111:29 amHPN - NAP
2 stops16h 31mAmerican Airlines
Wed 5/2712:00 pmNAP - HPN
2 stops17h 18mAmerican Airlines
Deal found 12/4$2,484
This American Airlines deal was found by Cheapflights users on 12/4. 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.
Wed 5/2012:44 pmHPN - NAP
1 stop15h 16mAmerican Airlines
Sun 5/246:05 amNAP - HPN
2 stops21h 51mAmerican Airlines
Deal found 12/4$2,493
This American Airlines deal was found by Cheapflights users on 12/4. 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.
Wed 5/2012:44 pmHPN - NAP
1 stop15h 16mAmerican Airlines
Mon 5/256:05 amNAP - HPN
2 stops21h 51mAmerican Airlines
Deal found 12/4$2,493
This American Airlines deal was found by Cheapflights users on 12/4. 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 5/2111:29 amHPN - NAP
2 stops16h 31mAmerican Airlines
Tue 5/266:05 amNAP - HPN
2 stops21h 51mAmerican Airlines
Deal found 12/4$2,498
This American Airlines deal was found by Cheapflights users on 12/4. 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.
Wed 5/2012:44 pmHPN - NAP
1 stop15h 16mAmerican Airlines
Sat 5/303:00 pmNAP - HPN
1 stop26h 09mAmerican Airlines
Deal found 12/4$2,588

Find flight deals from Westchester County to Naples

Keep the following information in mind while searching for Westchester County to Naples flight deals. Data was last updated December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$486
(KLM)

Popular in

July

Cheapest in

January

Average price

$927
Provider with most accurate pricing for New York (NYC)-Naples flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Naples flights.
Search Deals
From Westchester County to Naples
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($157 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County 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 4, 2025.
Use the filters below to find and compare flights from Westchester County to Naples that are best for you.

Fly from

Westchester County

Fly to

Naples

Route

Depart

Return

Price

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

Sun 1/18

12:50 pm-11:30 am

2 stops16h 40m

Naples

Sun 1/25

11:35 am-9:48 am

2 stops28h 13m

$486

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

Wed 5/20

7:34 am-10:00 am

1 stop20h 26m

Naples

Wed 5/27

12:00 pm-11:18 pm

2 stops17h 18m

$2,224

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

Wed 5/20

12:44 pm-10:00 am

1 stop15h 16m

Naples

Tue 5/26

6:05 am-10:54 pm

2 stops22h 49m

$2,383

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

Thu 5/21

11:29 am-10:00 am

2 stops16h 31m

Naples

Thu 5/28

3:00 pm-11:18 am

2 stops26h 18m

$2,449

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

Wed 5/20

12:44 pm-10:00 am

1 stop15h 16m

Naples

Thu 5/28

12:00 pm-11:18 pm

2 stops17h 18m

$2,459

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

Thu 5/21

11:29 am-10:00 am

2 stops16h 31m

Naples

Wed 5/27

12:00 pm-11:18 pm

2 stops17h 18m

$2,484

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

Wed 5/20

12:44 pm-10:00 am

1 stop15h 16m

Naples

Sun 5/24

6:05 am-9:56 pm

2 stops21h 51m

$2,493

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

Wed 5/20

12:44 pm-10:00 am

1 stop15h 16m

Naples

Mon 5/25

6:05 am-9:56 pm

2 stops21h 51m

$2,493

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

Thu 5/21

11:29 am-10:00 am

2 stops16h 31m

Naples

Tue 5/26

6:05 am-9:56 pm

2 stops21h 51m

$2,498

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

Wed 5/20

12:44 pm-10:00 am

1 stop15h 16m

Naples

Sat 5/30

3:00 pm-11:09 am

1 stop26h 09m

$2,588

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/4

Showing 1-10 of 12 results
1
2

Best time to book a flight from Westchester County to Naples

Have a flexible travel schedule? Discover the best time to fly to Naples from Westchester County 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 Westchester County to Naples
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Westchester County 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 Westchester County?

    Most people fly into Naples (NAP) if they book a flight to Naples from Westchester County. Naples is conveniently located just 2.9 mi from Naples’s city center.

  • How long is the flight from Westchester County to Naples?

    Airlines like KLM and American Airlines fly from Westchester County to Naples in about 16h 40m. The time it takes to get you to your destination can typically vary by up to 3h 46m. Westchester County and Naples are separated by a distance of 4368 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

  • How can I find direct flights from Westchester County to Naples?

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

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

    Yes. Cheapflights offers flight deals from Westchester County 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.

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.