White Plains

$128+ 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 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HPN
May 4 — May 111
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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 April 29, 2025.

Round-trip from

$215
(American Airlines)

One-way from

$128
(JetBlue)

Popular in

July

Cheapest in

February

Average price

$258

Good round-trip deal

$236 or less

Good one-way deal

$153 or less
From Caribbean to White Plains Westchester County
One-way flight from Caribbean to White Plains Westchester County
Highest demand for flights based on searches. 12% potential increase in price ($31 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in April 2025
Price to beat on a round-trip flight from Caribbean to White Plains Westchester County.
Price to beat on a one-way flight from Caribbean to White Plains Westchester County.

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 April 29, 2025.

This American Airlines deal was found by Cheapflights users on 4/28. 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 5/123:50 pmSJU - HPN
1 stop17h 39mAmerican Airlines
Sun 5/1810:05 amHPN - SJU
1 stop10h 28mAmerican Airlines
Deal found 4/28$215
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/165:20 pmSJU - HPN
Nonstop4h 10mJetBlue
Tue 5/278:00 amHPN - SJU
Nonstop3h 45mJetBlue
Deal found 4/29$236
This American Airlines deal was found by Cheapflights users on 4/28. 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 7/85:05 pmSTT - HPN
2 stops17h 44mAmerican Airlines
Tue 7/226:37 amHPN - STT
2 stops9h 18mAmerican Airlines
Deal found 4/28$412
This American Airlines deal was found by Cheapflights users on 4/28. 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 6/51:35 pmSTI - HPN
2 stops21h 00mAmerican Airlines
Sat 6/711:21 amHPN - STI
2 stops33h 44mAmerican Airlines
Deal found 4/28$413
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/103:50 pmSTT - HPN
1 stop7h 35mJetBlue
Sun 11/168:00 amHPN - STT
1 stop5h 54mJetBlue
Deal found 4/29$445
This JetBlue deal was found by Cheapflights users on 4/28. 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 6/131:45 pmNAS - HPN
1 stop9h 15mJetBlue
Fri 6/209:00 pmHPN - NAS
1 stop11h 31mJetBlue
Deal found 4/28$469
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1512:00 pmKIN - HPN
1 stop10h 00mJetBlue
Mon 5/269:00 amHPN - KIN
1 stop6h 33mJetBlue
Deal found 4/29$497
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/410:05 amSDQ - HPN
1 stop11h 25mJetBlue
Sun 7/278:00 amHPN - SDQ
1 stop12h 04mJetBlue
Deal found 4/29$504
This JetBlue deal was found by Cheapflights users on 4/28. 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 6/1710:40 amPUJ - HPN
1 stop12h 20mJetBlue
Sat 6/219:00 pmHPN - PUJ
1 stop11h 59mJetBlue
Deal found 4/28$504
This American Airlines deal was found by Cheapflights users on 4/28. 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 6/1310:35 amNAS - HPN
2 stops12h 48mAmerican Airlines
Fri 6/206:59 pmHPN - NAS
2 stops14h 46mAmerican Airlines
Deal found 4/28$509
This JetBlue deal was found by Cheapflights users on 4/27. 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 5/91:27 pmSTI - HPN
1 stop8h 03mJetBlue
Fri 6/204:05 pmHPN - STI
1 stop6h 04mJetBlue
Deal found 4/27$532
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/225:09 amPSE - HPN
1 stop6h 50mJetBlue
Sat 5/242:29 pmHPN - PSE
1 stop9h 30mJetBlue
Deal found 4/29$534

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 April 29, 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

Mon 5/12

3:50 pm-9:29 am

1 stop17h 39m

White Plains Westchester County

Sun 5/18

10:05 am-8:33 pm

1 stop10h 28m

$215

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 5/16

5:20 pm-9:30 pm

Nonstop4h 10m

White Plains Westchester County

Mon 5/19

8:00 am-11:45 am

Nonstop3h 45m

$236

Saint Thomas IslandWhite Plains

STT - HPN

STTHPN

Saint Thomas Island Cyril E King

Tue 7/8

5:05 pm-10:49 am

2 stops17h 44m

White Plains Westchester County

Tue 7/22

6:37 am-3:55 pm

2 stops9h 18m

$412

Santiago de los CaballerosWhite Plains

STI - HPN

STIHPN

Santiago de los Caballeros

Thu 6/5

1:35 pm-10:35 am

2 stops21h 00m

White Plains Westchester County

Sat 6/7

11:21 am-9:05 pm

2 stops33h 44m

$413

NassauWhite Plains

NAS - HPN

NASHPN

Nassau Intl

Fri 6/13

1:45 pm-11:00 pm

1 stop9h 15m

White Plains Westchester County

Fri 6/20

9:00 pm-8:31 am

1 stop11h 31m

$469

KingstonWhite Plains

KIN - HPN

KINHPN

Kingston Norman Manley

Thu 5/15

12:00 pm-11:00 pm

1 stop10h 00m

White Plains Westchester County

Mon 5/26

9:00 am-2:33 pm

1 stop6h 33m

$497

Santo DomingoWhite Plains

SDQ - HPN

SDQHPN

Santo Domingo Las Americas

Fri 7/4

10:05 am-9:30 pm

1 stop11h 25m

White Plains Westchester County

Sun 7/27

8:00 am-8:04 pm

1 stop12h 04m

$504

Punta CanaWhite Plains

PUJ - HPN

PUJHPN

Punta Cana

Tue 6/17

10:40 am-11:00 pm

1 stop12h 20m

White Plains Westchester County

Sat 6/21

9:00 pm-8:59 am

1 stop11h 59m

$504

NassauWhite Plains

NAS - HPN

NASHPN

Nassau Intl

Fri 6/13

10:35 am-11:23 pm

2 stops12h 48m

White Plains Westchester County

Fri 6/20

6:59 pm-9:45 am

2 stops14h 46m

$509

Santiago de los CaballerosWhite Plains

STI - HPN

STIHPN

Santiago de los Caballeros

Fri 5/9

1:27 pm-9:30 pm

1 stop8h 03m

White Plains Westchester County

Fri 6/20

4:05 pm-10:09 pm

1 stop6h 04m

$532

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 49 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 $339). 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 April 29, 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 April 29, 2025.
8.0
Very good

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good
8.0
Very good

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

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.

  • 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 $128 on JetBlue. Other airlines that offer cheap prices include American Airlines from $139 and Delta from $250 one-way.

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

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

    Looking at all options, your cheapest flight can be booked for $128. While the most popular route (San Juan Luis Munoz Marin Intl - White Plains Westchester County) can be booked for $236 on average our data indicates $240 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 $339). 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.

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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$195Average$397FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$438Average$445FlexibilityNo cancel feeOn-time71%

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