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White Plains

$109+ 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HPN
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 September 11, 2025.

Round-trip from

$216
(Priceline)

One-way from

$109
(SmartFares)

Popular in

August

Cheapest in

February

Average price

$216

Good round-trip deal

$366 or less

Good one-way deal

$132 or less
From Caribbean to White Plains Westchester County
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One-way flight from Caribbean to White Plains Westchester County
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Highest demand for flights based on searches. 10% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Caribbean to White Plains Westchester County.
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Price to beat on a one-way flight from Caribbean to White Plains Westchester County.
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Find 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 September 11, 2025.

This JetBlue deal was found by Cheapflights users on 9/11. 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 9/195:01 pmSJU - HPN
Nonstop4h 02mJetBlue
Sun 9/218:00 amHPN - SJU
Nonstop3h 45mJetBlue
Deal found 9/11$216
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Fri 9/261:40 pmSJU - HPN
2 stops19h 42mAmerican Airlines
Tue 9/305:29 pmHPN - SJU
2 stops21h 24mAmerican Airlines
Deal found 9/11$225
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:01 pmSJU - HPN
Nonstop4h 02mJetBlue
Mon 10/68:55 pmHPN - SJU
1 stop13h 12mJetBlue
Deal found 9/9$228
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/294:55 pmSJU - HPN
Nonstop4h 05mJetBlue
Thu 10/308:00 amHPN - SJU
Nonstop3h 51mJetBlue
Deal found 9/10$231
This American Airlines deal was found by Cheapflights users on 9/9. 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 11/134:44 pmSJU - HPN
1 stop17h 45mAmerican Airlines
Sat 11/1511:27 amHPN - SJU
2 stops11h 25mAmerican Airlines
Deal found 9/9$249
This JetBlue deal was found by Cheapflights users on 9/10. 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.
Wed 9/175:01 pmSJU - HPN
Nonstop4h 02mJetBlue
Sat 9/208:00 amHPN - SJU
Nonstop3h 45mJetBlue
Deal found 9/10$251
This JetBlue deal was found by Cheapflights users on 9/11. 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.
Wed 10/85:01 pmSJU - HPN
Nonstop4h 00mJetBlue
Wed 10/228:00 amHPN - SJU
Nonstop3h 48mJetBlue
Deal found 9/11$256
This JetBlue deal was found by Cheapflights users on 9/10. 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.
Thu 11/205:00 pmSJU - HPN
Nonstop4h 11mJetBlue
Sun 11/238:29 pmHPN - SJU
1 stop6h 19mJetBlue
Deal found 9/10$259
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/135:00 pmSJU - HPN
Nonstop4h 11mJetBlue
Sat 11/158:00 amHPN - SJU
Nonstop3h 43mJetBlue
Deal found 9/9$264
This JetBlue deal was found by Cheapflights users on 9/10. 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.
Tue 11/41:50 pmMBJ - HPN
1 stop9h 32mJetBlue
Sun 11/97:00 amHPN - MBJ
1 stop8h 10mJetBlue
Deal found 9/10$304
This JetBlue deal was found by Cheapflights users on 9/11. 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 10/241:30 pmKIN - HPN
1 stop8h 16mJetBlue
Sun 10/267:00 amHPN - KIN
1 stop7h 06mJetBlue
Deal found 9/11$327
This JetBlue deal was found by Cheapflights users on 9/10. 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.
Thu 10/232:34 pmSDQ - HPN
1 stop8h 12mJetBlue
Mon 11/241:00 pmHPN - SDQ
1 stop12h 57mJetBlue
Deal found 9/10$343

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 September 11, 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

Wed 10/1

5:01 pm-9:03 pm

Nonstop4h 02m

White Plains Westchester County

Wed 10/15

8:00 am-11:48 am

Nonstop3h 48m

$216

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Wed 10/15

5:01 pm-9:01 pm

Nonstop4h 00m

White Plains Westchester County

Mon 10/20

8:00 am-11:45 am

Nonstop3h 45m

$216

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 10/3

5:01 pm-9:03 pm

Nonstop4h 02m

White Plains Westchester County

Mon 10/6

8:55 pm-10:07 am

1 stop13h 12m

$228

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Wed 9/24

5:01 pm-9:03 pm

Nonstop4h 02m

White Plains Westchester County

Wed 10/1

8:00 am-11:45 am

Nonstop3h 45m

$251

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Wed 10/8

5:00 pm-8:57 pm

Nonstop3h 57m

White Plains Westchester County

Wed 10/22

8:00 am-11:45 am

Nonstop3h 45m

$256

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Thu 11/20

5:00 pm-8:11 pm

Nonstop4h 11m

White Plains Westchester County

Sun 11/23

8:29 pm-3:48 am

1 stop6h 19m

$259

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Sat 11/8

6:00 am-11:47 am

1 stop6h 47m

White Plains Westchester County

Tue 11/11

8:00 am-12:43 pm

Nonstop3h 43m

$287

Montego BayWhite Plains

MBJ - HPN

MBJHPN

Montego Bay Sangster Intl

Tue 11/4

1:50 pm-11:22 pm

1 stop9h 32m

White Plains Westchester County

Sun 11/9

7:00 am-3:10 pm

1 stop8h 10m

$304

KingstonWhite Plains

KIN - HPN

KINHPN

Kingston Norman Manley

Fri 10/24

1:30 pm-10:46 pm

1 stop8h 16m

White Plains Westchester County

Sun 10/26

7:00 am-1:06 pm

1 stop7h 06m

$327

Santo DomingoWhite Plains

SDQ - HPN

SDQHPN

Santo Domingo Las Americas

Thu 10/23

2:34 pm-10:46 pm

1 stop8h 12m

White Plains Westchester County

Mon 11/24

1:00 pm-2:57 am

1 stop12h 57m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 60 results
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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, January is the cheapest month in which you can book a flight from Caribbean to White Plains (average of $276). Flying from Caribbean to White Plains in March is currently the most expensive (average of $338). 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 September 11, 2025.

When flying from Caribbean 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.

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 September 11, 2025.
Peruse reviews from past customers who have flown with 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.
JetBlue
7.2
Good
2,913 reviews

Crew

8.0

Overall

7.2

Entertainment

7.3

Comfort

7.6

Food

6.7

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

JACK,Sep 2025

JFK - MSY

I liked the professional services of the crew. Keep up the good work.
JetBlue
7.2
Good
2,913 reviews
JetBlue
7.2
Good
2,913 reviews

Crew

8.0

Overall

7.2

Entertainment

7.3

Comfort

7.6

Food

6.7

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

JACK,Sep 2025

JFK - MSY

I liked the professional services of the crew. Keep up the good work.

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?

    JetBlue, Delta, and American Airlines can get you from Caribbean to White Plains in just under 4h 02m. Your travel time can differ by up to 16h 33m. 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 cheapest airlines to fly from Caribbean to White Plains one-way?

    One-way options have recently been found by users for as low as $118 on JetBlue. Other airlines that offer cheap prices include American Airlines from $181 and Delta from $225 one-way.

  • 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 Providenciales - 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 $119. While the most popular route (San Juan Luis Munoz Marin Intl - White Plains Westchester County) can be booked for $216 on average, our data indicates $382 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, January is the cheapest month in which you can book a flight from Caribbean to White Plains (average of $276). Flying from Caribbean to White Plains in March is currently the most expensive (average of $338). 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 to White Plains

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

Discover the top airline 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$215Average$305FlexibilityNo cancel feeOn-time62%

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