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White Plains

$89+ Cheap flights from Caribbean Islands 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HPN
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
1 adult, Economy
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Cheap flight deals from Caribbean Islands to White Plains

Cheapest flights from Caribbean Islands to White Plains
Explore the most affordable flight options available from Caribbean Islands to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 31, 2025.

This JetBlue deal was found by Cheapflights users on 12/29. 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.
Wed 12/314:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Mon 1/58:00 amHPN - SJU
Nonstop3h 52mJetBlue
Deal found 12/29$325
This JetBlue deal was found by Cheapflights users on 12/29. 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.
Wed 12/314:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Sun 1/48:00 amHPN - SJU
Nonstop3h 52mJetBlue
Deal found 12/29$360
This JetBlue deal was found by Cheapflights users on 12/29. 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.
Tue 12/304:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Mon 1/58:00 amHPN - SJU
Nonstop3h 52mJetBlue
Deal found 12/29$365
This JetBlue deal was found by Cheapflights users on 12/29. 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.
Wed 12/314:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Fri 1/28:00 amHPN - SJU
Nonstop3h 52mJetBlue
Deal found 12/29$380
This JetBlue deal was found by Cheapflights users on 12/29. 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.
Tue 12/304:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Fri 1/28:00 amHPN - SJU
Nonstop3h 52mJetBlue
Deal found 12/29$400
This JetBlue deal was found by Cheapflights users on 12/29. 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.
Wed 12/314:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Wed 1/78:40 amHPN - SJU
Nonstop3h 45mJetBlue
Deal found 12/29$444
This JetBlue deal was found by Cheapflights users on 12/29. 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.
Tue 12/304:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Wed 1/78:40 amHPN - SJU
Nonstop3h 45mJetBlue
Deal found 12/29$484
This JetBlue deal was found by Cheapflights users on 12/29. 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.
Wed 12/314:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Tue 1/68:15 amHPN - SJU
1 stop6h 20mJetBlue
Deal found 12/29$489
This JetBlue deal was found by Cheapflights users on 12/29. 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.
Wed 12/311:10 pmSJU - HPN
1 stop7h 45mJetBlue
Thu 1/88:40 amHPN - SJU
Nonstop3h 45mJetBlue
Deal found 12/29$491
This American Airlines deal was found by Cheapflights users on 12/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amSDQ - HPN
2 stops11h 46mAmerican Airlines
Mon 1/56:56 pmHPN - SDQ
2 stops18h 04mAmerican Airlines
Deal found 12/29$514
This American Airlines deal was found by Cheapflights users on 12/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:16 pmSDQ - HPN
1 stop8h 28mAmerican Airlines
Mon 1/56:56 pmHPN - SDQ
2 stops18h 04mAmerican Airlines
Deal found 12/29$611
This JetBlue deal was found by Cheapflights users on 12/30. 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 12/311:21 pmNAS - HPN
1 stop8h 39mJetBlue
Wed 1/78:15 amHPN - NAS
1 stop8h 42mJetBlue
Deal found 12/30$647

Find flight deals from Caribbean Islands to White Plains

Keep the following information in mind while searching for Caribbean Islands to White Plains flight deals. Data was last updated December 31, 2025.

Round-trip from

$177
(American Airlines)

One-way from

$89
(American Airlines)
From Caribbean Islands to White Plains Westchester County
Search Deals
One-way flight from Caribbean Islands to White Plains Westchester County
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 31, 2025.
Use the filters below to find and compare flights from Caribbean Islands to White Plains that are best for you.

Fly from

Caribbean Islands

Fly to

White Plains

Route

Depart

Return

Price

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 1/23

8:20 am-6:08 pm

2 stops10h 48m

White Plains Westchester County

Sun 1/25

6:40 pm-1:08 pm

1 stop17h 28m

$177

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Thu 1/15

5:45 pm-9:07 pm

Nonstop4h 22m

White Plains Westchester County

Mon 1/19

8:40 am-1:25 pm

Nonstop3h 45m

$206

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 1/23

5:45 pm-9:07 pm

Nonstop4h 22m

White Plains Westchester County

Sun 1/25

8:40 am-1:25 pm

Nonstop3h 45m

$206

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Thu 2/26

12:30 pm-10:59 pm

1 stop11h 29m

White Plains Westchester County

Mon 3/2

11:28 am-9:49 pm

2 stops9h 21m

$215

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Wed 1/28

5:45 pm-9:07 pm

Nonstop4h 22m

White Plains Westchester County

Wed 2/4

8:40 am-1:25 pm

Nonstop3h 45m

$241

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Thu 2/12

7:00 am-2:30 pm

2 stops8h 30m

White Plains Westchester County

Mon 2/16

11:28 am-11:40 pm

2 stops11h 12m

$249

NassauWhite Plains

NAS - HPN

NASHPN

Nassau Intl

Thu 2/12

2:58 pm-10:59 pm

1 stop8h 01m

White Plains Westchester County

Thu 2/19

6:30 am-11:19 am

1 stop4h 49m

$265

San JuanWhite Plains

SJU - HPN

SJUHPN

San Juan Luis Munoz Marin Intl

Fri 1/16

5:45 pm-9:07 pm

Nonstop4h 22m

White Plains Westchester County

Sun 1/18

8:15 am-3:30 pm

1 stop6h 15m

$313

NassauWhite Plains

NAS - HPN

NASHPN

Nassau Intl

Wed 1/14

10:55 am-5:00 pm

1 stop6h 05m

White Plains Westchester County

Sun 1/18

5:15 pm-11:19 am

1 stop18h 04m

$316

Santiago de los CaballerosWhite Plains

STI - HPN

STIHPN

Santiago de los Caballeros

Wed 1/28

12:12 pm-10:30 pm

1 stop11h 18m

White Plains Westchester County

Sat 1/31

7:30 pm-8:16 am

1 stop11h 46m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 60 results
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Best time to book a flight from Caribbean Islands to White Plains

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

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

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

Find hourly flight availability from Caribbean Islands 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 31, 2025.

When flying from Caribbean Islands 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 December 31, 2025.
Read through reviews of airlines operating flights from Caribbean Islands to White Plains, such as American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,074 reviews

Crew

8.0

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Overall

7.2

Food

6.4

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
11,074 reviews
American Airlines
7.2
Good
11,074 reviews

Crew

8.0

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Overall

7.2

Food

6.4

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 Islands 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 Islands?

    White Plains Westchester County (HPN), located 3.7 mi from the city center, is the airport you fly into when you book flights from Caribbean Islands to White Plains.

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

    A quick flight from Caribbean Islands to White Plains can take about 4h 22m. American Airlines provides one of the quickest options available for as low as $206. The distance between Caribbean Islands and White Plains is about 1627 mi. This flight may include one or multiple stops.

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

    The most popular flight routes from Caribbean Islands to White Plains are San Juan Luis Munoz Marin Intl - White Plains Westchester County, Santo Domingo Las Americas - White Plains Westchester County and Santiago de los Caballeros - White Plains Westchester County.

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

    While on average a flight from Caribbean Islands to White Plains is generally $232, our data shows the cheapest flight currently is $118. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - White Plains Westchester County), you can expect to pay $206 for that flight.

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to White Plains (average of $75). Flying from Caribbean Islands 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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Top 2 airlines flying from Caribbean Islands to White Plains

Discover the top 2 airlines that operate flights from Caribbean Islands 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 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$236Average$298FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$336Average$363FlexibilityNo cancel feeOn-time71%

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