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U.S. Virgin Islands

$151+ Cheap flights from Westchester County to the U.S. Virgin Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — STT
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Westchester County to U.S. Virgin Islands

Keep the following information in mind while searching for Westchester County to U.S. Virgin Islands flight deals. Data was last updated September 16, 2025.

Round-trip from

$311
(JetBlue)

One-way from

$151
(American Airlines)

Popular in

April

Cheapest in

May

Average price

$360
From Westchester County to U.S. Virgin Islands
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One-way flight from Westchester County to U.S. Virgin Islands
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Highest demand for flights based on searches. 3% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Westchester County to U.S. Virgin Islands

Cheapest flights from Westchester County to U.S. Virgin Islands
Explore the most affordable flight options available from Westchester County to U.S. Virgin Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This JetBlue deal was found by Cheapflights users on 9/15. 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.
Mon 11/108:00 amHPN - STT
1 stop5h 20mJetBlue
Tue 11/183:17 pmSTT - HPN
1 stop5h 54mJetBlue
Deal found 9/15$311
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/186:59 pmHPN - STT
1 stop15h 51mAmerican Airlines
Wed 10/221:39 pmSTT - HPN
2 stops20h 55mAmerican Airlines
Deal found 9/15$315
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Sun 12/78:00 amHPN - STT
1 stop5h 20mJetBlue
Fri 12/123:17 pmSTT - HPN
1 stop6h 43mJetBlue
Deal found 9/15$342
This JetBlue deal was found by Cheapflights users on 9/14. 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 9/278:00 amHPN - STT
1 stop6h 31mJetBlue
Sat 10/43:30 pmSTT - HPN
1 stop5h 30mJetBlue
Deal found 9/14$357
This JetBlue deal was found by Cheapflights users on 9/15. 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 10/168:00 amHPN - STT
1 stop6h 31mJetBlue
Sat 10/183:30 pmSTT - HPN
1 stop5h 31mJetBlue
Deal found 9/15$373
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 11/105:16 pmHPN - STT
2 stops22h 41mAmerican Airlines
Mon 11/176:17 pmSTT - HPN
2 stops17h 40mAmerican Airlines
Deal found 9/15$389
This JetBlue deal was found by Cheapflights users on 9/15. 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 11/138:00 amHPN - STT
1 stop5h 20mJetBlue
Tue 11/183:17 pmSTT - HPN
1 stop5h 54mJetBlue
Deal found 9/15$435
This JetBlue deal was found by Cheapflights users on 9/15. 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 11/138:00 amHPN - STT
1 stop5h 20mJetBlue
Fri 11/143:17 pmSTT - HPN
1 stop5h 54mJetBlue
Deal found 9/15$447
This JetBlue deal was found by Cheapflights users on 9/15. 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 11/148:00 amHPN - STT
1 stop5h 20mJetBlue
Tue 11/183:17 pmSTT - HPN
1 stop5h 54mJetBlue
Deal found 9/15$460
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/285:21 pmHPN - STT
2 stops19h 39mAmerican Airlines
Wed 12/35:29 pmSTT - HPN
1 stop17h 00mAmerican Airlines
Deal found 9/14$473
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/126:30 amHPN - STT
2 stops9h 27mAmerican Airlines
Mon 11/176:17 pmSTT - HPN
2 stops17h 40mAmerican Airlines
Deal found 9/15$479

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to U.S. Virgin Islands 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 16, 2025.
Use the filters below to find and compare flights from Westchester County to the U.S. Virgin Islands that are best for you.

Fly from

Westchester County

Fly to

U.S. Virgin Islands

Route

Depart

Return

Price

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Wed 11/12

8:00 am-2:20 pm

1 stop5h 20m

Saint Thomas Island Cyril E King

Tue 11/18

3:17 pm-8:11 pm

1 stop5h 54m

$311

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Tue 11/11

8:00 am-2:20 pm

1 stop5h 20m

Saint Thomas Island Cyril E King

Fri 11/14

3:17 pm-8:11 pm

1 stop5h 54m

$311

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Mon 11/10

8:00 am-2:20 pm

1 stop5h 20m

Saint Thomas Island Cyril E King

Tue 11/18

3:17 pm-8:11 pm

1 stop5h 54m

$311

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Sat 10/25

8:00 am-2:31 pm

1 stop6h 31m

Saint Thomas Island Cyril E King

Wed 10/29

2:30 pm-9:00 pm

1 stop6h 30m

$311

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Mon 11/10

8:00 am-2:20 pm

1 stop5h 20m

Saint Thomas Island Cyril E King

Fri 11/14

3:17 pm-8:11 pm

1 stop5h 54m

$311

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Tue 11/11

8:00 am-2:20 pm

1 stop5h 20m

Saint Thomas Island Cyril E King

Tue 11/18

3:17 pm-8:11 pm

1 stop5h 54m

$311

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Sun 12/7

8:00 am-2:20 pm

1 stop5h 20m

Saint Thomas Island Cyril E King

Fri 12/12

3:17 pm-9:00 pm

1 stop6h 43m

$342

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Sat 9/27

8:00 am-2:31 pm

1 stop6h 31m

Saint Thomas Island Cyril E King

Sat 10/4

3:30 pm-9:00 pm

1 stop5h 30m

$357

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Fri 11/14

5:16 pm-3:25 pm

2 stops21h 09m

Saint Thomas Island Cyril E King

Sat 11/15

6:17 pm-10:57 am

2 stops17h 40m

$389

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Tue 3/10

7:43 pm-10:45 am

1 stop15h 02m

Saint Thomas Island Cyril E King

Wed 3/11

1:35 pm-10:45 am

2 stops21h 10m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 21 results
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Best time to book a flight from Westchester County to U.S. Virgin Islands

Have a flexible travel schedule? Discover the best time to fly to U.S. Virgin Islands 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 the U.S. Virgin Islands

What is the cheapest month to book a flight from Westchester County to U.S. Virgin Islands?

Currently, September is the cheapest month in which you can book a flight from Westchester County to U.S. Virgin Islands (average of $433). Flying from Westchester County to U.S. Virgin Islands in June is currently the most expensive (average of $643). 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.

Reviews of airlines servicing U.S. Virgin Islands

Get insights into the airlines that provide service to U.S. Virgin Islands. 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 U.S. Virgin Islands. Reviews last updated September 16, 2025.
See what other customers who have flown with American Airlines and JetBlue from Westchester County to the U.S. Virgin Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
JetBlue
7.2
Good
2,914 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Westchester County to U.S. Virgin Islands. 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 U.S. Virgin Islands?

    Departing from Westchester County to U.S. Virgin Islands will take you 5h 20m. Westchester County and U.S. Virgin Islands are separated by a distance of 1652 mi.

  • Can I find deals for flights from Westchester County to U.S. Virgin Islands that include hotel bookings?

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

  • How can I find direct flights from Westchester County to U.S. Virgin Islands?

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

  • Can I find deals for business class flights from Westchester County to U.S. Virgin Islands?

    Yes. Cheapflights offers flight deals from Westchester County to U.S. Virgin Islands 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 U.S. Virgin Islands?

    Currently, September is the cheapest month in which you can book a flight from Westchester County to U.S. Virgin Islands (average of $433). Flying from Westchester County to U.S. Virgin Islands in June is currently the most expensive (average of $643). 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 U.S. Virgin Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Westchester County to U.S. Virgin Islands

Discover the top 2 airlines that operate flights from Westchester County to U.S. Virgin Islands. 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$269Average$512FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$329Average$559FlexibilityNo cancel feeOn-time71%

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