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$628+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — NAP
mar. 11 — mar. 181
mié. 3/11
mié. 3/18
1 adult, Economy
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Cheap flight deals from Westchester County to Naples

Cheapest flights from Westchester County to Naples
Explore the most affordable flight options available from Westchester County to Naples. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febrero 9, 2026.

This KLM deal was found by Cheapflights users on 2/7. 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.
mar. 3/2412:48 pm
HPN
-
NAP
2 stops15h 47m
KLM
mar. 3/314:10 pm
NAP
-
HPN
2 stops29h 38m
KLM
Deal found 2/7$628
This British Airways deal was found by Cheapflights users on 2/8. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/244:30 pm
HPN
-
NAP
2 stops20h 35m
Multiple Airlines
mar. 6/307:40 am
NAP
-
HPN
2 stops19h 52m
Multiple Airlines
Deal found 2/8$1,768
This British Airways deal was found by Cheapflights users on 2/7. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/112:20 pm
HPN
-
NAP
2 stops17h 40m
Multiple Airlines
dom. 6/77:40 am
NAP
-
HPN
2 stops21h 19m
Multiple Airlines
Deal found 2/7$1,838
This British Airways deal was found by Cheapflights users on 2/7. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/1112:00 pm
HPN
-
NAP
2 stops20h 30m
Multiple Airlines
vie. 5/157:40 am
NAP
-
HPN
2 stops20h 19m
Multiple Airlines
Deal found 2/7$1,915
This British Airways deal was found by Cheapflights users on 2/7. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/315:37 pm
HPN
-
NAP
2 stops20h 03m
Multiple Airlines
vie. 6/57:40 am
NAP
-
HPN
2 stops19h 52m
Multiple Airlines
Deal found 2/7$2,468
This British Airways deal was found by Cheapflights users on 2/8. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/235:29 pm
HPN
-
NAP
2 stops18h 36m
Multiple Airlines
mar. 6/307:40 am
NAP
-
HPN
2 stops21h 19m
Multiple Airlines
Deal found 2/8$3,233

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 febrero 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$628
(KLM)

Popular in

June

Cheapest in

February

Average price

$615
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. 17% potential increase in price ($181 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 febrero 9, 2026.
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

mar. 3/24

12:48 pm-9:35 am

2 stops15h 47m

Naples

mar. 3/31

4:10 pm-3:48 pm

2 stops29h 38m

$628

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

mié. 6/24

4:30 pm-7:05 pm

2 stops20h 35m

Naples

mar. 6/30

7:40 am-9:32 pm

2 stops19h 52m

$1,768

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

lun. 6/1

12:20 pm-12:00 pm

2 stops17h 40m

Naples

dom. 6/7

7:40 am-10:59 pm

2 stops21h 19m

$1,838

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

lun. 5/11

12:00 pm-2:30 pm

2 stops20h 30m

Naples

vie. 5/15

7:40 am-9:59 pm

2 stops20h 19m

$1,915

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

dom. 5/31

5:37 pm-7:40 pm

2 stops20h 03m

Naples

vie. 6/5

7:40 am-9:32 pm

2 stops19h 52m

$2,468

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

mar. 6/23

5:29 pm-6:05 pm

2 stops18h 36m

Naples

mar. 6/30

7:40 am-10:59 pm

2 stops21h 19m

$3,233

White PlainsNaples

HPN - NAP

HPNNAP

White Plains Westchester County

vie. 7/24

5:37 pm-6:45 pm

2 stops19h 08m

$3,580

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

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 fly from Westchester County to Naples in about 15h 47m. The time it takes to get you to your destination can typically vary by up to . Westchester County and Naples are separated by a distance of 4368 mi.

  • 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

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