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Caribbean Islands

$79+ Cheap flights from White Plains (HPN) to Caribbean 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJU
ene. 30 — feb. 61
vie. 1/30
vie. 2/6
1 adult, Economy
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Cheap flight deals from White Plains to Caribbean Islands

Cheapest flights from White Plains to Caribbean Islands
Explore the most affordable flight options available from White Plains to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 31, 2025.

This American Airlines deal was found by Cheapflights users on 12/30. 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.
mié. 12/3111:04 amHPN - SJU
2 stops11h 55mAmerican Airlines
lun. 1/126:00 amSJU - HPN
1 stop17h 59mAmerican Airlines
Deal found 12/30$314
This Expedia deal was found by Cheapflights users on 12/30. 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.
mié. 12/318:00 amHPN - SJU
Nonstop3h 52mJetBlue
lun. 1/125:45 pmSJU - HPN
Nonstop4h 22mJetBlue
Deal found 12/30$360
This American Airlines deal was found by Cheapflights users on 12/29. 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.
mié. 12/316:30 amHPN - SJU
2 stops14h 21mAmerican Airlines
jue. 1/86:00 amSJU - HPN
2 stops9h 39mAmerican Airlines
Deal found 12/29$443
This Delta deal was found by Cheapflights users on 12/30. 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.
mar. 12/306:55 pmHPN - AUA
1 stop16h 35mDelta
sáb. 1/104:35 pmAUA - HPN
1 stop18h 13mDelta
Deal found 12/30$458
This Delta deal was found by Cheapflights users on 12/30. 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.
mar. 12/306:55 pmHPN - AUA
1 stop16h 35mDelta
vie. 1/92:10 pmAUA - HPN
2 stops22h 46mDelta
Deal found 12/30$462
This American Airlines deal was found by Cheapflights users on 12/30. 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.
mar. 12/305:56 pmHPN - PUJ
2 stops18h 31mAmerican Airlines
lun. 1/55:44 pmPUJ - HPN
1 stop17h 46mAmerican Airlines
Deal found 12/30$482
This American Airlines deal was found by Cheapflights users on 12/30. 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.
mié. 12/3111:04 amHPN - SJU
2 stops11h 55mAmerican Airlines
mié. 1/76:00 amSJU - HPN
1 stop17h 59mAmerican Airlines
Deal found 12/30$502
This American Airlines deal was found by Cheapflights users on 12/30. 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.
mar. 12/305:56 pmHPN - MBJ
1 stop21h 28mAmerican Airlines
jue. 1/14:24 pmMBJ - HPN
2 stops17h 05mAmerican Airlines
Deal found 12/30$568
This Delta deal was found by Cheapflights users on 12/30. 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.
mié. 12/3112:45 pmHPN - AUA
1 stop25h 35mDelta
sáb. 1/104:35 pmAUA - HPN
1 stop18h 13mDelta
Deal found 12/30$577
This Delta deal was found by Cheapflights users on 12/30. 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.
mié. 12/3112:45 pmHPN - AUA
1 stop25h 35mDelta
vie. 1/92:10 pmAUA - HPN
2 stops22h 46mDelta
Deal found 12/30$582
This Delta deal was found by Cheapflights users on 12/30. 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.
mié. 12/3112:45 pmHPN - PUJ
2 stops22h 43mDelta
mar. 1/62:32 pmPUJ - HPN
2 stops22h 24mDelta
Deal found 12/30$592
This Delta deal was found by Cheapflights users on 12/29. 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.
mié. 12/3112:45 pmHPN - SJU
1 stop7h 24mDelta
jue. 1/82:15 pmSJU - HPN
1 stop8h 45mDelta
Deal found 12/29$600

Find flight deals from White Plains to Caribbean Islands

Keep the following information in mind while searching for White Plains to Caribbean Islands flight deals. Data was last updated diciembre 31, 2025.

Round-trip from

$201
(American Airlines)

One-way from

$79
(American Airlines)

Popular in

December

Cheapest in

March

Average price

$365
From White Plains Westchester County to Caribbean Islands
Search Deals
One-way flight from White Plains Westchester County to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains to Caribbean 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 diciembre 31, 2025.
Use the filters below to find and compare flights from White Plains to Caribbean Islands that are best for you.

Fly from

White Plains

Fly to

Caribbean Islands

Route

Depart

Return

Price

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

mié. 2/25

5:30 pm-2:03 pm

2 stops19h 33m

Saint Thomas Island Cyril E King

mar. 3/3

6:25 pm-2:30 pm

2 stops21h 05m

$219

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

dom. 2/1

6:40 pm-1:10 pm

1 stop17h 30m

Saint Thomas Island Cyril E King

vie. 2/6

6:39 pm-9:27 am

2 stops15h 48m

$219

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

dom. 3/8

5:30 pm-1:03 pm

2 stops19h 33m

Saint Thomas Island Cyril E King

mié. 3/18

1:53 pm-11:29 pm

1 stop9h 36m

$219

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

vie. 2/13

8:00 am-12:47 pm

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

mié. 2/18

6:01 am-11:55 am

1 stop6h 54m

$240

White PlainsNassau

HPN - NAS

HPNNAS

White Plains Westchester County

mar. 1/27

6:30 am-8:21 pm

2 stops13h 51m

Nassau Intl

mar. 2/3

2:58 pm-10:59 pm

1 stop8h 01m

$269

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

lun. 1/12

8:40 am-1:25 pm

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

vie. 1/16

5:45 pm-9:07 pm

Nonstop4h 22m

$276

White PlainsPunta Cana

HPN - PUJ

HPNPUJ

White Plains Westchester County

mar. 3/3

6:49 pm-12:58 pm

1 stop17h 09m

Punta Cana

jue. 3/5

5:01 pm-9:29 am

1 stop17h 28m

$278

White PlainsPunta Cana

HPN - PUJ

HPNPUJ

White Plains Westchester County

jue. 3/5

6:54 pm-12:01 pm

2 stops16h 07m

Punta Cana

lun. 3/9

2:20 pm-10:59 am

2 stops20h 39m

$282

White PlainsPunta Cana

HPN - PUJ

HPNPUJ

White Plains Westchester County

jue. 4/16

5:16 pm-12:39 pm

2 stops19h 23m

Punta Cana

lun. 4/20

1:29 pm-10:30 am

2 stops21h 01m

$282

White PlainsPunta Cana

HPN - PUJ

HPNPUJ

White Plains Westchester County

vie. 4/17

5:16 pm-10:45 am

2 stops17h 29m

Punta Cana

mié. 4/22

2:35 pm-10:30 am

2 stops19h 55m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/31

Showing 1-10 of 60 results
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Best time to book a flight from White Plains to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from White Plains 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 White Plains to Caribbean Islands

What is the cheapest month to book a flight from White Plains to Caribbean Islands?

Currently, March is the cheapest month in which you can book a flight from White Plains to Caribbean Islands (average of $79). Flying from White Plains to Caribbean Islands in August is currently the most expensive (average of $138). 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.

What is the cheapest time of day to fly from HPN to EPX?

Find hourly flight availability from White Plains to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 31, 2025.

When flying from White Plains to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean 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 Caribbean Islands. Reviews last updated diciembre 31, 2025.
Read reviews from past customers who have flown American Airlines and JetBlue from White Plains to Caribbean Islands. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,069 reviews

Crew

8.0

Overall

7.2

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,069 reviews
American Airlines
7.2
Good
11,069 reviews

Crew

8.0

Overall

7.2

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
JetBlue
7.2
Good
2,901 reviews
American Airlines
7.2
Good
11,069 reviews

Crew

8.0

Overall

7.2

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from White Plains to Caribbean Islands. 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 from for flights from White Plains to Caribbean Islands?

    White Plains Westchester County (HPN), located 3.7 mi from the city center, is the airport you fly out of when you book flights from White Plains to Caribbean Islands.

  • How long is the flight from White Plains to Caribbean Islands?

    For as low as $240, American Airlines can have you in Caribbean Islands from White Plains in 3h 47m. The distance between White Plains and Caribbean Islands is about 1627 mi. This flight may include one or multiple stops.

  • What are the most popular routes from White Plains to Caribbean Islands?

    When deciding which route to take from White Plains to Caribbean Islands consider White Plains Westchester County - San Juan Luis Munoz Marin Intl, White Plains Westchester County - Oranjestad Reina Beatrix or White Plains Westchester County - Punta Cana as they are the most popular.

  • What are the cheapest flights from White Plains to Caribbean Islands?

    Looking at all options, your cheapest flight can be booked for $113. While the most popular route (White Plains Westchester County - San Juan Luis Munoz Marin Intl) can be booked for $206 on average, our data indicates $315 when flying from White Plains to Caribbean Islands.

  • Can I find deals for flights from White Plains to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on White Plains to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from White Plains to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from White Plains to Caribbean Islands.

  • Can I find deals for business class flights from White Plains to Caribbean Islands?

    Yes. Cheapflights offers flight deals from White Plains to Caribbean 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 White Plains to Caribbean Islands?

    Currently, March is the cheapest month in which you can book a flight from White Plains to Caribbean Islands (average of $79). Flying from White Plains to Caribbean Islands in August is currently the most expensive (average of $138). 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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Top 4 airlines flying from White Plains to Caribbean Islands

Discover the top 4 airlines that operate flights from White Plains to Caribbean 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 diciembre 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$84Average$224FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$331FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$206Average$506FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$349Average$559FlexibilityNo cancel feeOn-time71%

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