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Tortola

$838+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — EIS
Jul 28 — Aug 41
Mon 7/28
Mon 8/4
1 adult, Economy
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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 July 23, 2025.

Round-trip from

$838
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$764
From Westchester County to Tortola
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($86 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 July 2025
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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 July 23, 2025.

This American Airlines deal was found by Cheapflights users on 7/22. 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.
Fri 8/225:29 pmHPN - EIS
2 stops19h 47mAmerican Airlines
Mon 8/251:56 pmEIS - HPN
2 stops21h 32mAmerican Airlines
Deal found 7/22$838
This Expedia deal was found by Cheapflights users on 7/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/58:00 amHPN - EIS
1 stop24h 45mJetBlue
Fri 9/125:35 pmEIS - HPN
1 stop27h 28mJetBlue
Deal found 7/22$1,069

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 July 23, 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

Fri 8/22

5:29 pm-1:16 pm

2 stops19h 47m

Road Town Beef Island

Mon 8/25

1:56 pm-11:28 am

2 stops21h 32m

$838

White PlainsRoad Town

HPN - EIS

HPNEIS

White Plains Westchester County

Fri 9/5

8:00 am-8:45 am

1 stop24h 45m

Road Town Beef Island

Fri 9/12

5:35 pm-9:03 pm

1 stop27h 28m

$1,069

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/22

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.

Reviews of airlines servicing Tortola

Get insights into the airlines that provide service to Tortola. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Tortola. Reviews last updated July 23, 2025.
Get a feel of what it's like to fly with JetBlue and American Airlines from Westchester County to Tortola by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
JetBlue
7.3
Good
2,911 reviews

Crew

8.0

Comfort

7.6

Overall

7.3

Boarding

7.4

Entertainment

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Kevin,Jul 2025

JFK - POS

Flight was delayed a couple hours with no explanation. The aircraft was changed and so did our seating arrangement with no notice.
JetBlue
7.3
Good
2,911 reviews
JetBlue
7.3
Good
2,911 reviews

Crew

8.0

Comfort

7.6

Overall

7.3

Boarding

7.4

Entertainment

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Kevin,Jul 2025

JFK - POS

Flight was delayed a couple hours with no explanation. The aircraft was changed and so did our seating arrangement with no notice.
American Airlines
7.2
Good
10,000 reviews
JetBlue
7.3
Good
2,911 reviews

Crew

8.0

Comfort

7.6

Overall

7.3

Boarding

7.4

Entertainment

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Kevin,Jul 2025

JFK - POS

Flight was delayed a couple hours with no explanation. The aircraft was changed and so did our seating arrangement with no notice.

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.

  • 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 April is currently the most expensive (average of $956). 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

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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

Top airline flying from Westchester County to Tortola

Discover the top airline that operate flights from Westchester County to Tortola. 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 July 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$557Average$795FlexibilityNo cancel feeOn-time62%

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