HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
White Plains

$93+ Cheap flights from Caribbean 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HPN
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Caribbean to White Plains 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 Caribbean to White Plains

Cheapest flights from Caribbean to White Plains
Explore the most affordable flight options available from Caribbean to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This JetBlue deal was found by Cheapflights users on 12/21. 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 12/314:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Sun 1/48:00 amHPN - SJU
Nonstop3h 52mJetBlue
Deal found 12/21$221
This SmartFares deal was found by Cheapflights users on 12/22. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/264:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Thu 1/18:00 amHPN - SJU
Nonstop3h 52mJetBlue
Deal found 12/22$236
This JetBlue deal was found by Cheapflights users on 12/20. 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.
Tue 12/234:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Sun 1/48:00 amHPN - SJU
Nonstop3h 52mJetBlue
Deal found 12/20$256
This JetBlue deal was found by Cheapflights users on 12/21. 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 12/264:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Wed 12/318:00 amHPN - SJU
Nonstop3h 52mJetBlue
Deal found 12/21$276
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/264:38 pmSJU - HPN
1 stop7h 06mAmerican Airlines
Thu 1/16:30 amHPN - SJU
2 stops10h 37mAmerican Airlines
Deal found 12/22$285
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Wed 12/245:24 amSJU - HPN
2 stops10h 06mAmerican Airlines
Thu 1/16:30 amHPN - SJU
2 stops10h 37mAmerican Airlines
Deal found 12/22$339
This JetBlue deal was found by Cheapflights users on 12/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/244:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Thu 1/18:00 amHPN - SJU
Nonstop3h 52mJetBlue
Deal found 12/22$340
This CheapOair deal was found by Cheapflights users on 12/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/274:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Fri 1/97:00 amHPN - SJU
1 stop25h 47mJetBlue
Deal found 12/22$342
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/304:25 pmSTT - HPN
2 stops19h 09mAmerican Airlines
Tue 1/67:00 amHPN - STT
1 stop9h 05mAmerican Airlines
Deal found 12/21$351
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Mon 12/2910:25 amSJU - HPN
1 stop13h 19mAmerican Airlines
Sun 1/46:56 pmHPN - SJU
1 stop15h 43mAmerican Airlines
Deal found 12/22$356
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/314:49 pmSDQ - HPN
2 stops17h 40mAmerican Airlines
Mon 1/56:56 pmHPN - SDQ
2 stops16h 25mAmerican Airlines
Deal found 12/21$480
This JetBlue deal was found by Cheapflights users on 12/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:05 amSDQ - HPN
1 stop11h 20mJetBlue
Thu 1/88:40 amHPN - SDQ
1 stop9h 04mJetBlue
Deal found 12/22$643

Find flight deals from Caribbean to White Plains

Keep the following information in mind while searching for Caribbean to White Plains flight deals. Data was last updated December 23, 2025.

Round-trip from

$185
(American Airlines)

One-way from

$93
(American Airlines)

Popular in

August

Cheapest in

February

Average price

$261

Good one-way deal

$118 or less
From Caribbean to White Plains Westchester County
Search Deals
One-way flight from Caribbean to White Plains Westchester County
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a one-way flight from Caribbean to White Plains Westchester County.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean 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 December 23, 2025.
Use the filters below to find and compare flights from Caribbean to White Plains that are best for you.

Fly from

Caribbean

Fly to

White Plains

Route

Depart

Return

Price

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Thu 2/26

12:31 pm-11:00 pm

1 stop11h 29m

White Plains Westchester County

Mon 3/2

1:30 pm-9:33 pm

1 stop7h 03m

$185

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Thu 2/5

5:45 pm-9:00 pm

Nonstop4h 15m

White Plains Westchester County

Mon 2/9

8:45 am-1:31 pm

Nonstop3h 46m

$221

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Wed 12/31

4:12 pm-7:29 pm

Nonstop4h 17m

White Plains Westchester County

Sun 1/4

8:00 am-12:52 pm

Nonstop3h 52m

$221

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 12/26

4:12 pm-7:29 pm

Nonstop4h 17m

White Plains Westchester County

Wed 12/31

8:00 am-12:52 pm

Nonstop3h 52m

$276

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Tue 2/10

6:15 pm-9:30 pm

Nonstop4h 15m

White Plains Westchester County

Sun 2/15

7:30 pm-10:51 pm

1 stop26h 21m

$285

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Tue 2/10

7:00 am-8:08 pm

2 stops14h 08m

White Plains Westchester County

Sun 2/15

11:00 am-11:44 pm

2 stops11h 44m

$334

Santiago de los CaballerosWhite Plains

STI - HPN

STIHPN

Santiago de los Caballeros

Wed 2/25

9:29 am-9:30 pm

1 stop13h 01m

White Plains Westchester County

Sat 2/28

8:30 pm-8:19 am

1 stop10h 49m

$335

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Thu 1/8

6:01 am-2:03 pm

1 stop9h 02m

White Plains Westchester County

Mon 1/12

8:40 am-1:25 pm

Nonstop3h 45m

$337

Santiago de los CaballerosWhite Plains

STI - HPN

STIHPN

Santiago de los Caballeros

Sat 1/24

12:12 pm-10:30 pm

1 stop11h 18m

White Plains Westchester County

Mon 1/26

7:30 pm-8:19 am

1 stop11h 49m

$388

PonceWhite Plains

PSE - HPN

PSEHPN

Ponce Mercedita

Fri 1/30

4:10 pm-11:01 pm

1 stop7h 51m

White Plains Westchester County

Mon 2/2

7:30 am-3:13 pm

1 stop6h 43m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Caribbean to White Plains

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

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

Currently, February is the cheapest month in which you can book a flight from Caribbean to White Plains (average of $75). Flying from Caribbean 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 CB to HPN?

Find hourly flight availability from Caribbean 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 December 23, 2025.

When flying from Caribbean to White Plains, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 52% versus a flight at noon.

Weekly flight availability from Caribbean to White Plains

Explore weekly flight availability from Caribbean 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 December 23, 2025.

The most flights from 0CB 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 December 23, 2025.
Peruse reviews from past customers who have flown with American Airlines and JetBlue from Caribbean to White Plains to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,052 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

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
11,052 reviews
American Airlines
7.2
Good
11,052 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

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
2,896 reviews
American Airlines
7.2
Good
11,052 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

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 Caribbean 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?

    White Plains Westchester County (HPN) is the airport you will fly into if you book a flight from Caribbean to White Plains. It is only a 3.7 mi journey from Westchester County (HPN) to White Plains’s city center.

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

    American Airlines, JetBlue, and Delta can get you from Caribbean to White Plains in just under 4h 15m. Your travel time can differ by up to 16h 57m. Caribbean and White Plains are separated by a distance of 1627 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

    Looking at all options, your cheapest flight can be booked for $99. While the most popular route (San Juan Luis Munoz Marin Intl - White Plains Westchester County) can be booked for $206 on average, our data indicates $232 when flying from Caribbean to White Plains.

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Caribbean to White Plains (average of $75). Flying from Caribbean 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

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 Caribbean to White Plains

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to Newark flights
Charles de Gaulle to John F Kennedy Intl flights
Charles de Gaulle to Newark flights
O'Hare Intl to John F Kennedy Intl flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Newark flights
Atlanta to John F Kennedy Intl flights
Fort Lauderdale to John F Kennedy Intl flights
Atlanta to LaGuardia flights
Miami to John F Kennedy Intl flights
Hobby to LaGuardia flights
Heathrow to John F Kennedy Intl flights
Los Angeles to LaGuardia flights
Heathrow to Newark flights
Seattle to John F Kennedy Intl flights
Frankfurt to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
Orly to Newark flights
Hobby to Newark flights
Miami to LaGuardia flights
Orlando to John F Kennedy Intl flights
Fort Lauderdale to LaGuardia flights
Frankfurt to Newark flights
San Francisco to Newark flights
Charles de Gaulle to LaGuardia flights
Hobby to John F Kennedy Intl flights
Atlanta to Newark flights
O'Hare Intl to Newark flights
Orly to John F Kennedy Intl flights
Orlando to LaGuardia flights
O'Hare Intl to LaGuardia flights
Tampa to LaGuardia flights
Miami to Newark flights
Luis Munoz Marin Intl to John F Kennedy Intl flights
Orlando to Newark flights
San José to John F Kennedy Intl flights
West Palm Beach to Newark flights
San Francisco to LaGuardia flights
Tampa to Newark flights
George Bush Intcntl to Newark flights
Malpensa to Newark flights
Charlotte to John F Kennedy Intl flights
Tel Aviv to John F Kennedy Intl flights
George Bush Intcntl to John F Kennedy Intl flights
Tel Aviv to Newark flights
Austin to John F Kennedy Intl flights
Santo Domingo to John F Kennedy Intl flights

Top 2 airlines flying from Caribbean to White Plains

Discover the top 2 airlines that operate flights from Caribbean 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$236Average$287FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$336Average$363FlexibilityNo cancel feeOn-time71%

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.