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$710+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — NAP
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
1 adult, Economy
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Cheap 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 August 21, 2025.

Round-trip from

$710
(Delta)

Popular in

July

Cheapest in

November

Average price

$924
From Westchester County to Naples
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($146 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 21, 2025.

This Delta deal was found by Cheapflights users on 8/20. 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 11/1210:29 amHPN - NAP
2 stops19h 01mDelta
Sun 11/1611:50 amNAP - HPN
2 stops53h 56mDelta
Deal found 8/20$710
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Sun 8/246:59 pmHPN - NAP
2 stops18h 26mAmerican Airlines
Tue 8/2612:00 pmNAP - HPN
2 stops17h 25mAmerican Airlines
Deal found 8/20$1,116
This Mytrip deal was found by Cheapflights users on 8/20. 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 8/249:18 amHPN - NAP
3 stops22h 42mMultiple Airlines
Tue 8/269:35 amNAP - HPN
3 stops29h 18mMultiple Airlines
Deal found 8/20$1,429
This KLM deal was found by Cheapflights users on 8/20. 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 8/2412:37 pmHPN - NAP
2 stops16h 58mKLM
Tue 8/269:00 amNAP - HPN
1 stop19h 23mKLM
Deal found 8/20$2,417

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 August 21, 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

Wed 11/12

10:29 am-11:30 am

2 stops19h 01m

Naples

Sun 11/16

11:50 am-11:46 am

2 stops53h 56m

$710

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

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 Delta fly from Westchester County to Naples in about 19h 01m. 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.

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

    Currently, January is the cheapest month in which you can book a flight from Westchester County to Naples (average of $703). Flying from Westchester County to Naples in June is currently the most expensive (average of $1,205). 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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