White Plains

$118+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HPN
Aug 4 — Aug 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 July 30, 2025.

Round-trip from

$225
(American Airlines)

One-way from

$118
(American Airlines)

Popular in

December

Cheapest in

February

Average price

$249

Good one-way deal

$167 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. 6% potential increase in price ($16 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in July 2025
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 July 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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 8/145:15 pmSJU - HPN
2 stops16h 09mAmerican Airlines
Mon 8/1810:00 amHPN - SJU
2 stops11h 30mAmerican Airlines
Deal found 7/30$225
This JetBlue deal was found by Cheapflights users on 7/29. 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.
Sat 9/275:01 pmSJU - HPN
Nonstop4h 02mJetBlue
Sun 9/288:00 amHPN - SJU
Nonstop3h 45mJetBlue
Deal found 7/29$239
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/512:50 pmSJU - HPN
1 stop9h 33mDelta
Sun 9/76:00 amHPN - SJU
1 stop10h 36mDelta
Deal found 7/29$324
This American Airlines deal was found by Cheapflights users on 7/28. 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 8/2810:30 amNAS - HPN
2 stops12h 55mAmerican Airlines
Sun 9/75:29 pmHPN - NAS
2 stops16h 16mAmerican Airlines
Deal found 7/28$349
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Wed 10/82:45 pmAUA - HPN
2 stops20h 44mAmerican Airlines
Tue 10/214:30 pmHPN - AUA
2 stops23h 20mAmerican Airlines
Deal found 7/28$350
This JetBlue deal was found by Cheapflights users on 7/29. 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 9/121:30 pmKIN - HPN
1 stop8h 18mJetBlue
Fri 9/199:39 amHPN - KIN
1 stop7h 26mJetBlue
Deal found 7/29$419
This JetBlue deal was found by Cheapflights users on 7/30. 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 8/1312:12 pmMBJ - HPN
1 stop9h 47mJetBlue
Wed 8/208:29 pmHPN - MBJ
1 stop11h 39mJetBlue
Deal found 7/30$454
This JetBlue deal was found by Cheapflights users on 7/30. 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 10/172:00 pmSTI - HPN
1 stop6h 57mJetBlue
Sun 10/197:59 pmHPN - STI
1 stop12h 58mJetBlue
Deal found 7/30$484
This JetBlue deal was found by Cheapflights users on 7/30. 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 12/173:45 pmSDQ - HPN
1 stop8h 17mJetBlue
Tue 1/68:00 amHPN - SDQ
1 stop11h 52mJetBlue
Deal found 7/30$493
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/181:45 pmAUA - HPN
1 stop8h 53mDelta
Mon 12/225:14 pmHPN - AUA
2 stops18h 46mDelta
Deal found 7/28$708
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/112:50 pmSDQ - HPN
1 stop7h 28mDelta
Sat 9/206:00 amHPN - SDQ
1 stop7h 40mDelta
Deal found 7/29$745
This WestJet deal was found by Cheapflights users on 7/30. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1810:30 amMBJ - HPN
2 stops34h 53mWestJet
Sun 8/315:15 pmHPN - MBJ
2 stops17h 11mWestJet
Deal found 7/30$1,153

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 July 30, 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 8/14

5:15 pm-9:24 am

2 stops16h 09m

White Plains Westchester County

Mon 8/18

10:00 am-9:30 pm

2 stops11h 30m

$225

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Sat 9/27

5:01 pm-9:03 pm

Nonstop4h 02m

White Plains Westchester County

Sun 9/28

8:00 am-11:45 am

Nonstop3h 45m

$239

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 9/5

12:50 pm-10:23 pm

1 stop9h 33m

White Plains Westchester County

Sun 9/7

6:00 am-4:36 pm

1 stop10h 36m

$324

NassauWhite Plains

NAS - HPN

NASHPN

Nassau Intl

Thu 8/28

10:30 am-11:25 pm

2 stops12h 55m

White Plains Westchester County

Sun 9/7

5:29 pm-9:45 am

2 stops16h 16m

$349

OranjestadWhite Plains

AUA - HPN

AUAHPN

Oranjestad Reina Beatrix

Wed 10/8

2:45 pm-11:29 am

2 stops20h 44m

White Plains Westchester County

Tue 10/21

4:30 pm-3:50 pm

2 stops23h 20m

$350

KingstonWhite Plains

KIN - HPN

KINHPN

Kingston Norman Manley

Fri 9/12

1:30 pm-10:48 pm

1 stop8h 18m

White Plains Westchester County

Fri 9/19

9:39 am-4:05 pm

1 stop7h 26m

$419

Montego BayWhite Plains

MBJ - HPN

MBJHPN

Montego Bay Sangster Intl

Wed 8/13

12:12 pm-10:59 pm

1 stop9h 47m

White Plains Westchester County

Wed 8/20

8:29 pm-7:08 am

1 stop11h 39m

$454

Santiago de los CaballerosWhite Plains

STI - HPN

STIHPN

Santiago de los Caballeros

Fri 10/17

2:00 pm-8:57 pm

1 stop6h 57m

White Plains Westchester County

Sun 10/19

7:59 pm-8:57 am

1 stop12h 58m

$484

Santo DomingoWhite Plains

SDQ - HPN

SDQHPN

Santo Domingo Las Americas

Wed 12/17

3:45 pm-11:02 pm

1 stop8h 17m

White Plains Westchester County

Tue 1/6

8:00 am-8:52 pm

1 stop11h 52m

$493

NassauWhite Plains

NAS - HPN

NASHPN

Nassau Intl

Thu 1/8

8:55 am-9:30 pm

1 stop12h 35m

White Plains Westchester County

Mon 1/12

7:30 am-1:17 pm

1 stop5h 47m

$515

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 47 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 July 30, 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 July 30, 2025.
Peruse reviews from past customers who have flown with Delta, LATAM 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.
8.0
Very good

Comfort

7.9

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

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

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

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

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

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

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

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

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

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

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

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 $118 on American Airlines. Other airlines that offer cheap prices include JetBlue from $132 and Delta from $138 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 $132. While the most popular route (San Juan Luis Munoz Marin Intl - White Plains Westchester County) can be booked for $239 on average our data indicates $212 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

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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.

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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$195Average$285FlexibilityNo cancel feeOn-time62%

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