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White Plains

$113+ Cheap flights from Caribbean Islands to White Plains (HPN)

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HPN
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
1 adult, Economy
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Cheap flight deals from Caribbean Islands to White Plains

Cheapest flights from Caribbean Islands to White Plains
Explore the most affordable flight options available from Caribbean Islands to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.

This American Airlines deal was found by Cheapflights users on 2/11. 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.
Thu 2/268:40 am
SJU
-
HPN
2 stops12h 28m
American Airlines
Mon 3/210:05 am
HPN
-
SJU
1 stop10h 44m
American Airlines
Deal found 2/11$251
This JetBlue deal was found by Cheapflights users on 2/13. 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 8/195:01 am
SJU
-
HPN
1 stop6h 56m
JetBlue
Sat 8/299:30 pm
HPN
-
SJU
1 stop10h 27m
JetBlue
Deal found 2/13$285
This JetBlue deal was found by Cheapflights users on 2/11. 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 5/153:55 pm
SJU
-
HPN
Nonstop4h 05m
JetBlue
Mon 5/188:30 am
HPN
-
SJU
Nonstop3h 50m
JetBlue
Deal found 2/11$305
This JetBlue deal was found by Cheapflights users on 2/10. 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 3/63:45 pm
SJU
-
HPN
Nonstop4h 15m
JetBlue
Mon 3/93:05 pm
HPN
-
SJU
1 stop8h 54m
JetBlue
Deal found 2/10$310
This Delta deal was found by Cheapflights users on 2/11. 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 4/226:15 am
SJU
-
HPN
1 stop8h 14m
Delta
Sun 4/266:00 am
HPN
-
SJU
1 stop10h 23m
Delta
Deal found 2/11$314
This American Airlines deal was found by Cheapflights users on 2/13. 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 2/278:00 am
SJU
-
HPN
1 stop16h 27m
American Airlines
Mon 3/21:37 pm
HPN
-
SJU
1 stop7h 12m
American Airlines
Deal found 2/13$324
This American Airlines deal was found by Cheapflights users on 2/10. 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 8/1912:00 pm
SJU
-
HPN
2 stops11h 24m
American Airlines
Sat 8/296:30 am
HPN
-
SJU
2 stops16h 26m
American Airlines
Deal found 2/10$330
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Tue 4/211:39 pm
PUJ
-
HPN
2 stops19h 50m
American Airlines
Tue 4/286:57 pm
HPN
-
PUJ
2 stops18h 05m
American Airlines
Deal found 2/11$333
This SmartFares deal was found by Cheapflights users on 2/11. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:28 pm
PUJ
-
HPN
1 stop8h 08m
JetBlue
Tue 4/287:45 am
HPN
-
PUJ
1 stop6h 34m
JetBlue
Deal found 2/11$338
This American Airlines deal was found by Cheapflights users on 2/13. 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 2/274:40 pm
SJU
-
HPN
2 stops19h 18m
American Airlines
Tue 3/36:30 am
HPN
-
SJU
2 stops13h 09m
American Airlines
Deal found 2/13$338
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Thu 4/161:39 pm
PUJ
-
HPN
2 stops19h 50m
American Airlines
Thu 4/235:16 pm
HPN
-
PUJ
2 stops19h 23m
American Airlines
Deal found 2/11$341
This Delta deal was found by Cheapflights users on 2/11. 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 4/226:15 am
SJU
-
HPN
1 stop11h 59m
Delta
Mon 4/274:29 pm
HPN
-
SJU
1 stop6h 44m
Delta
Deal found 2/11$344

Find flight deals from Caribbean Islands to White Plains

Keep the following information in mind while searching for Caribbean Islands to White Plains flight deals. Data was last updated February 13, 2026.

Round-trip from

$251
(American Airlines)

One-way from

$113
(Kiwi.com)
From Caribbean Islands to White Plains Westchester County
Search Deals
One-way flight from Caribbean Islands to White Plains Westchester County
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to White Plains 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 February 13, 2026.
Use the filters below to find and compare flights from Caribbean Islands to White Plains that are best for you.

Fly from

Caribbean Islands

Fly to

White Plains

Route

Depart

Return

Price

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Thu 2/26

10:50 am-11:27 pm

1 stop13h 37m

White Plains Westchester County

Mon 3/2

1:37 pm-9:49 pm

1 stop7h 12m

$251

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 5/15

3:55 pm-8:00 pm

Nonstop4h 05m

White Plains Westchester County

Mon 5/18

8:30 am-12:20 pm

Nonstop3h 50m

$305

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 3/6

3:45 pm-7:00 pm

Nonstop4h 15m

White Plains Westchester County

Mon 3/9

3:05 pm-11:59 pm

1 stop8h 54m

$310

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Wed 4/22

6:15 am-2:29 pm

1 stop8h 14m

White Plains Westchester County

Sun 4/26

6:00 am-4:23 pm

1 stop10h 23m

$314

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 2/27

8:00 am-11:27 pm

1 stop16h 27m

White Plains Westchester County

Tue 3/3

11:28 am-8:39 pm

2 stops8h 11m

$324

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 2/27

7:00 am-11:27 pm

1 stop17h 27m

White Plains Westchester County

Mon 3/2

3:00 pm-3:11 pm

2 stops23h 11m

$324

Punta CanaWhite Plains

PUJ - HPN

PUJHPN

Punta Cana

Wed 4/22

1:39 pm-9:29 am

2 stops19h 50m

White Plains Westchester County

Wed 4/29

5:16 pm-12:39 pm

2 stops19h 23m

$333

Punta CanaWhite Plains

PUJ - HPN

PUJHPN

Punta Cana

Tue 4/21

1:39 pm-9:29 am

2 stops19h 50m

White Plains Westchester County

Tue 4/28

6:57 pm-1:02 pm

2 stops18h 05m

$333

Punta CanaWhite Plains

PUJ - HPN

PUJHPN

Punta Cana

Thu 4/23

1:39 pm-10:52 pm

1 stop9h 13m

White Plains Westchester County

Thu 4/30

5:16 pm-10:45 am

2 stops17h 29m

$333

Punta CanaWhite Plains

PUJ - HPN

PUJHPN

Punta Cana

Tue 4/21

2:28 pm-10:36 pm

1 stop8h 08m

White Plains Westchester County

Tue 4/28

7:45 am-2:19 pm

1 stop6h 34m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

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

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

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

Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to White Plains (average of $74). Flying from Caribbean Islands to White Plains in August is currently the most expensive (average of $118). 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 EPX to HPN?

Find hourly flight availability from Caribbean Islands to White Plains. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 13, 2026.

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

Weekly flight availability from Caribbean Islands to White Plains

Explore weekly flight availability from Caribbean Islands to White Plains. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 13, 2026.

The most flights from zzEPX to HPN are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing White Plains

Get insights into the airlines that provide service to White Plains. 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 White Plains. Reviews last updated February 13, 2026.
Read through reviews of airlines operating flights from Caribbean Islands to White Plains, such as American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,288 reviews

Boarding

7.5

Entertainment

6.9

Food

6.4

Overall

7.2

Comfort

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,288 reviews
American Airlines
7.2
Good
11,288 reviews

Boarding

7.5

Entertainment

6.9

Food

6.4

Overall

7.2

Comfort

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

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

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

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

    A quick flight from Caribbean Islands to White Plains can take about 8h 08m. American Airlines provides one of the quickest options available for as low as $338. The distance between Caribbean Islands and White Plains is about 1585 mi. This flight may include one or multiple stops.

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

    The most popular flight routes from Caribbean Islands to White Plains are San Juan Luis Munoz Marin Intl - White Plains Westchester County, Santo Domingo Las Americas - White Plains Westchester County and Punta Cana - White Plains Westchester County.

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

    While on average a flight from Caribbean Islands to White Plains is generally $242, our data shows the cheapest flight currently is $124. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - White Plains Westchester County), you can expect to pay $285 for that flight.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to White Plains (average of $74). Flying from Caribbean Islands to White Plains in August is currently the most expensive (average of $118). 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 Caribbean Islands to White Plains

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Caribbean Islands to White Plains

Discover the top 2 airlines that operate flights from Caribbean Islands to White Plains. 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 February 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$236Average$301FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$336Average$376FlexibilityNo cancel feeOn-time71%

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