HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Tortola

$739+ Cheap flights from Westchester County to Tortola

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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — EIS
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Westchester County to Tortola 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 Tortola

Keep the following information in mind while searching for Westchester County to Tortola flight deals. Data was last updated September 19, 2025.

Round-trip from

$739
(American Airlines)

Popular in

April

Cheapest in

October

Average price

$1,095
From Westchester County to Tortola
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Westchester County to Tortola

Cheapest flights from Westchester County to Tortola
Explore the most affordable flight options available from Westchester County to Tortola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2025.

This JetBlue deal was found by Cheapflights users on 9/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/18:00 amHPN - EIS
1 stop10h 55mJetBlue
Sat 10/42:15 pmEIS - HPN
1 stop6h 45mJetBlue
Deal found 9/17$974
This JetBlue deal was found by Cheapflights users on 9/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/308:00 amHPN - EIS
1 stop12h 20mJetBlue
Sun 11/23:17 pmEIS - HPN
1 stop6h 48mJetBlue
Deal found 9/18$1,118
This JetBlue deal was found by Cheapflights users on 9/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/18:00 amHPN - EIS
1 stop10h 30mJetBlue
Sat 11/88:15 amEIS - HPN
1 stop12h 56mJetBlue
Deal found 9/17$1,299
This JetBlue deal was found by Cheapflights users on 9/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/198:00 amHPN - EIS
1 stop6h 17mJetBlue
Fri 1/98:15 amEIS - HPN
1 stop12h 30mJetBlue
Deal found 9/18$1,824

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to Tortola 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 September 19, 2025.
Use the filters below to find and compare flights from Westchester County to Tortola that are best for you.

Fly from

Westchester County

Fly to

Tortola

Route

Depart

Return

Price

White PlainsRoad Town

HPN - EIS

HPNEIS

White Plains Westchester County

Mon 2/2

5:31 pm-12:15 pm

1 stop17h 44m

Road Town Beef Island

Fri 2/6

2:50 pm-10:49 pm

1 stop8h 59m

$739

White PlainsRoad Town

HPN - EIS

HPNEIS

White Plains Westchester County

Mon 1/19

7:00 am-4:00 pm

1 stop8h 00m

Road Town Beef Island

Tue 1/27

1:35 pm-10:49 pm

1 stop10h 14m

$744

White PlainsRoad Town

HPN - EIS

HPNEIS

White Plains Westchester County

Wed 10/1

8:00 am-6:55 pm

1 stop10h 55m

Road Town Beef Island

Sat 10/4

2:15 pm-9:00 pm

1 stop6h 45m

$974

White PlainsRoad Town

HPN - EIS

HPNEIS

White Plains Westchester County

Thu 10/30

8:00 am-8:20 pm

1 stop12h 20m

Road Town Beef Island

Sun 11/2

3:17 pm-9:05 pm

1 stop6h 48m

$1,118

White PlainsRoad Town

HPN - EIS

HPNEIS

White Plains Westchester County

Sat 11/1

8:00 am-6:30 pm

1 stop10h 30m

Road Town Beef Island

Sat 11/8

8:15 am-8:11 pm

1 stop12h 56m

$1,299

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

Best time to book a flight from Westchester County to Tortola

Have a flexible travel schedule? Discover the best time to fly to Tortola 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 Tortola
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 Tortola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For as low as $739, American Airlines can have you in Tortola from Westchester County in 17h 44m. The distance from Westchester County to Tortola is about 1653 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Westchester County to Tortola 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 Tortola?

    Currently, August is the cheapest month in which you can book a flight from Westchester County to Tortola (average of $702). Flying from Westchester County to Tortola in March is currently the most expensive (average of $966). 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

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.

Alternative routes for Westchester County to Tortola

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Road Town flights
Newark to Road Town flights
LaGuardia to Road Town flights

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.