HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$113+ Cheap flights from Westchester County to Caribbean

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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJU
dic. 29 — ene. 51
dom. 12/29
dom. 1/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Westchester County to Caribbean with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Westchester County to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Westchester County (zzREU) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 24, 2024.

Round-trip from

$205
(JetBlue)

One-way from

$113
(JetBlue Airways)
From Westchester County to Caribbean
Search Deals
One-way flight from Westchester County to Caribbean
Search Deals

Find flight deals from Westchester County to Caribbean

Cheapest flights from Westchester County to Caribbean
Explore the most affordable flight options available from Westchester County to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 24, 2024.

This JetBlue deal was found by Cheapflights users on 12/22. 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.
lun. 12/308:00 amHPN - SJU
Nonstop3h 47mJetBlue
jue. 1/307:50 pmSJU - HPN
Nonstop4h 12mJetBlue
Deal found 12/22$366
This Delta deal was found by Cheapflights users on 12/23. 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.
lun. 12/306:00 amHPN - PUJ
1 stop9h 34mDelta
jue. 1/302:02 pmPUJ - HPN
1 stop9h 11mDelta
Deal found 12/23$479
This American Airlines deal was found by Cheapflights users on 12/23. 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.
lun. 12/3011:29 amHPN - SJU
2 stops11h 26mAmerican Airlines
jue. 1/92:25 pmSJU - HPN
1 stop9h 35mAmerican Airlines
Deal found 12/23$576
This American Airlines deal was found by Cheapflights users on 12/23. 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.
mar. 12/247:58 amHPN - PUJ
1 stop26h 42mAmerican Airlines
mar. 12/315:45 pmPUJ - HPN
2 stops20h 18mAmerican Airlines
Deal found 12/23$599
This JetBlue deal was found by Cheapflights users on 12/24. 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.
mar. 12/314:20 pmHPN - SDQ
1 stop8h 50mJetBlue
lun. 1/1311:45 amSDQ - HPN
1 stop7h 14mJetBlue
Deal found 12/24$642
This American Airlines deal was found by Cheapflights users on 12/23. 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.
jue. 12/266:00 amHPN - SDQ
1 stop9h 10mAmerican Airlines
mar. 12/317:50 pmSDQ - HPN
2 stops19h 50mAmerican Airlines
Deal found 12/23$732
This JetBlue deal was found by Cheapflights users on 12/23. 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.
mié. 12/258:56 pmHPN - PUJ
1 stop12h 44mJetBlue
mar. 12/314:35 pmPUJ - HPN
1 stop7h 53mJetBlue
Deal found 12/23$859
This JetBlue deal was found by Cheapflights users on 12/23. 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.
sáb. 12/288:56 pmHPN - MBJ
1 stop12h 11mJetBlue
mar. 12/313:55 pmMBJ - HPN
1 stop7h 33mJetBlue
Deal found 12/23$878
This Mytrip deal was found by Cheapflights users on 12/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/289:20 amHPN - SJU
3 stops41h 05mMultiple Airlines
mié. 1/12:32 amSJU - HPN
3 stops34h 58mMultiple Airlines
Deal found 12/22$938
This Delta deal was found by Cheapflights users on 12/23. 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.
mar. 12/246:00 amHPN - NAS
1 stop7h 26mDelta
sáb. 12/288:30 amNAS - HPN
1 stop9h 30mDelta
Deal found 12/23$966
This American Airlines deal was found by Cheapflights users on 12/22. 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.
vie. 12/275:28 pmHPN - KIN
2 stops20h 50mAmerican Airlines
vie. 1/33:55 pmKIN - HPN
2 stops19h 04mAmerican Airlines
Deal found 12/22$971
This Mytrip deal was found by Cheapflights users on 12/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/309:20 amHPN - SDQ
3 stops31h 31mMultiple Airlines
mié. 1/111:04 amSDQ - HPN
2 stops26h 26mMultiple Airlines
Deal found 12/24$982

Find flights from Westchester County to Caribbean within your budget

Customize your flight search to find flights from Westchester County to Caribbean 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 diciembre 24, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

lun. 1/27

8:55 am-1:41 pm

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

lun. 2/3

7:50 pm-11:02 pm

Nonstop4h 12m

$205

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

dom. 1/19

6:30 am-11:58 pm

2 stops16h 28m

San Juan Luis Munoz Marin Intl

jue. 1/23

6:00 am-2:59 pm

2 stops9h 59m

$234

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

mar. 2/4

5:09 pm-3:20 pm

2 stops21h 11m

Saint Thomas Island Cyril E King

mar. 2/11

6:31 pm-2:59 pm

2 stops21h 28m

$318

White PlainsOranjestad

HPN - AUA

HPNAUA

White Plains Westchester County

mar. 1/21

4:30 pm-2:35 pm

2 stops21h 05m

Oranjestad Reina Beatrix

sáb. 1/25

5:45 pm-1:05 pm

2 stops20h 20m

$319

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

dom. 1/19

8:20 am-9:21 am

3 stops24h 01m

San Juan Luis Munoz Marin Intl

jue. 1/23

10:16 am-11:15 am

3 stops25h 59m

$320

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

mié. 1/22

8:55 am-3:11 pm

1 stop5h 16m

Saint Thomas Island Cyril E King

mar. 2/4

4:06 pm-11:02 pm

1 stop7h 56m

$326

White PlainsNassau

HPN - NAS

HPNNAS

White Plains Westchester County

vie. 1/10

7:59 am-1:45 pm

1 stop5h 46m

Nassau Intl

mar. 1/14

12:19 pm-6:00 pm

1 stop5h 41m

$343

White PlainsProvidenciales

HPN - PLS

HPNPLS

White Plains Westchester County

jue. 2/6

6:00 am-2:40 pm

1 stop8h 40m

Providenciales

jue. 2/13

3:44 pm-10:47 pm

1 stop7h 03m

$345

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

lun. 1/20

6:30 pm-4:11 pm

2 stops20h 41m

Simpson Bay Princess Juliana

lun. 1/27

3:20 pm-1:05 pm

2 stops22h 45m

$351

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

jue. 2/6

6:00 am-2:35 pm

1 stop8h 35m

Montego Bay Sangster Intl

jue. 2/13

11:20 am-10:47 pm

1 stop11h 27m

$373

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/24

Showing 1-10 of 56 results
1
2
3
...
6

Best time to book a flight from Westchester County to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Westchester County 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.

Travel insights for flights from Westchester County to Caribbean

Get recent, data-driven insights about flights from Westchester County to Caribbean including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Westchester County to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Westchester County to Caribbean (average of $254). Flying from Westchester County to Caribbean in March is currently the most expensive (average of $380). 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 REU to CB?

Find hourly flight availability from Westchester County to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 24, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Westchester County to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated diciembre 24, 2024.
Alaska Airlines
8.0
Very good
9,555 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Alaska Airlines
8.0
Very good
9,555 reviews
Alaska Airlines
8.0
Very good
9,555 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Delta
8.0
Very good
8,580 reviews
Alaska Airlines
8.0
Very good
9,555 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

LATAM Airlines
7.5
Good
1,865 reviews
Alaska Airlines
8.0
Very good
9,555 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

JetBlue
7.4
Good
3,260 reviews
Alaska Airlines
8.0
Very good
9,555 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,555 reviews

Entertainment

7.1

Overall

8.0

Food

7.2

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Westchester County to Caribbean one-way?

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $113. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Westchester County to Caribbean for a low price.

  • Can I find deals for flights from Westchester County to Caribbean that include hotel bookings?

    Yes. In addition to deals on Westchester County to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Caribbean.

  • Can I find deals for business class flights from Westchester County to Caribbean?

    Yes. Cheapflights offers flight deals from Westchester County to Caribbean 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 Westchester County to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Westchester County to Caribbean (average of $254). Flying from Westchester County to Caribbean in March is currently the most expensive (average of $380). 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 Westchester County to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Cancún flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
Newark to Cancún flights
Newark to Miami flights
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Heathrow flights
Newark to Heathrow flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Orlando flights
LaGuardia to Orlando flights
Newark to Los Angeles flights
John F Kennedy Intl to Charles de Gaulle flights
LaGuardia to Cancún flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Haneda flights
Newark to Charles de Gaulle flights
John F Kennedy Intl to West Palm Beach flights
Newark to Las Vegas flights
LaGuardia to Heathrow flights
John F Kennedy Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Atlanta flights
John F Kennedy Intl to San Francisco flights
John F Kennedy Intl to Santiago de los Caballeros flights
Newark to Tampa flights
John F Kennedy Intl to London City flights
Newark to West Palm Beach flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Punta Cana flights
Newark to Narita flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to Atlanta flights
Newark to Gatwick flights
John F Kennedy Intl to Denver flights
John F Kennedy Intl to Gatwick flights
John F Kennedy Intl to Leonardo da Vinci/Fiumicino flights
LaGuardia to Los Angeles flights
Newark to Haneda flights
Newark to Mexico City flights
John F Kennedy Intl to Sky Harbor Intl flights
John F Kennedy Intl to Tampa flights
LaGuardia to Hobby flights
John F Kennedy Intl to Mexico City flights
John F Kennedy Intl to Hobby flights

Top 3 airlines flying from Westchester County to Caribbean

Discover the top 3 airlines that operate flights from Westchester County to Caribbean. 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 diciembre 24, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$214Average$506FlexibilityNo cancel feeOn-time62%
DeltaCheapest$248Average$551FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$251Average$522FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.