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White Plains

$113+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HPN
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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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 February 12, 2026.

This American Airlines deal was found by Cheapflights users on 2/9. 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 2/268:40 am
SJU
-
HPN
2 stops12h 28m
American Airlines
Mon 3/27:47 am
HPN
-
SJU
1 stop13h 02m
American Airlines
Deal found 2/9$226
This American Airlines deal was found by Cheapflights users on 2/9. 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 3/58:40 am
SJU
-
HPN
2 stops12h 28m
American Airlines
Mon 3/1611:29 am
HPN
-
SJU
2 stops12h 23m
American Airlines
Deal found 2/9$230
This JetBlue deal was found by Cheapflights users on 2/9. 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 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 2/9$275
This American Airlines deal was found by Cheapflights users on 2/8. 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 3/94:55 pm
AUA
-
HPN
2 stops21h 35m
American Airlines
Mon 3/166:54 pm
HPN
-
AUA
1 stop16h 39m
American Airlines
Deal found 2/8$294
This JetBlue deal was found by Cheapflights users on 2/8. 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 5/225:00 pm
SJU
-
HPN
Nonstop3h 56m
JetBlue
Mon 5/258:00 am
HPN
-
SJU
Nonstop3h 45m
JetBlue
Deal found 2/8$295
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/54:22 pm
SJU
-
HPN
1 stop20h 06m
Multiple Airlines
Mon 3/1612:08 pm
HPN
-
SJU
1 stop12h 20m
Multiple Airlines
Deal found 2/9$301
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/133:55 pm
SJU
-
HPN
Nonstop4h 05m
JetBlue
Mon 5/188:30 am
HPN
-
SJU
Nonstop3h 50m
JetBlue
Deal found 2/9$304
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 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 2/11. 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 4/164:23 pm
PUJ
-
HPN
1 stop17h 06m
American Airlines
Thu 4/235:16 pm
HPN
-
PUJ
2 stops17h 29m
American Airlines
Deal found 2/11$341

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 February 12, 2026.

Round-trip from

$226
(American Airlines)

One-way from

$113
(Kiwi.com)

Popular in

August

Cheapest in

October

Average price

$196

Good one-way deal

$158 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. 7% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 12, 2026.
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

12:46 pm-11:27 pm

1 stop11h 41m

White Plains Westchester County

Mon 3/2

7:47 am-9:49 pm

1 stop13h 02m

$226

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Thu 3/5

8:40 am-8:08 pm

2 stops12h 28m

White Plains Westchester County

Mon 3/16

11:29 am-11:52 pm

2 stops12h 23m

$230

OranjestadWhite Plains

AUA - HPN

AUAHPN

Oranjestad Reina Beatrix

Mon 3/9

4:55 pm-11:29 am

2 stops18h 34m

White Plains Westchester County

Mon 3/16

5:30 pm-11:33 am

2 stops18h 03m

$294

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 5/22

5:00 pm-8:56 pm

Nonstop3h 56m

White Plains Westchester County

Mon 5/25

8:00 am-11:45 am

Nonstop3h 45m

$295

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Thu 3/5

4:22 pm-11:28 am

1 stop20h 06m

White Plains Westchester County

Mon 3/16

12:08 pm-12:28 am

1 stop12h 20m

$301

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

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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2
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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, January is the cheapest month in which you can book a flight from Caribbean to White Plains (average of $74). 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 February 12, 2026.

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.

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 February 12, 2026.

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 February 12, 2026.
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
11,271 reviews

Crew

8.0

Boarding

7.5

Comfort

7.2

Overall

7.2

Entertainment

6.9

Food

6.4

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
11,271 reviews
American Airlines
7.2
Good
11,271 reviews

Crew

8.0

Boarding

7.5

Comfort

7.2

Overall

7.2

Entertainment

6.9

Food

6.4

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.
JetBlue
7.2
Good
2,895 reviews
American Airlines
7.2
Good
11,271 reviews

Crew

8.0

Boarding

7.5

Comfort

7.2

Overall

7.2

Entertainment

6.9

Food

6.4

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 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 and JetBlue can get you from Caribbean to White Plains in just under 8h 08m. Your travel time can differ by up to 3h 33m. Caribbean and White Plains are separated by a distance of 1585 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 Punta Cana - 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 $124. While the most popular route (San Juan Luis Munoz Marin Intl - White Plains Westchester County) can be booked for $285 on average, our data indicates $242 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 $74). 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

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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 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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$236Average$301FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$336Average$376FlexibilityNo cancel feeOn-time71%

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