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Caribbean

$133+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJU
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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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 January 30, 2025.

Round-trip from

$226
(JetBlue Airways)

One-way from

$133
(JetBlue)

Popular in

December

Cheapest in

September

Average price

$254
From Westchester County to Caribbean
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One-way flight from Westchester County to Caribbean
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Highest demand for flights based on searches. 4% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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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 January 30, 2025.

This JetBlue deal was found by Cheapflights users on 1/30. 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.
Sat 4/268:00 amHPN - SJU
Nonstop3h 45mJetBlue
Tue 4/297:04 pmSJU - HPN
Nonstop3h 55mJetBlue
Deal found 1/30$226
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Mon 2/310:05 amHPN - SJU
1 stop10h 33mAmerican Airlines
Thu 2/68:05 amSJU - HPN
1 stop15h 42mAmerican Airlines
Deal found 1/30$280
This American Airlines deal was found by Cheapflights users on 1/29. 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.
Sun 3/166:35 pmHPN - NAS
1 stop15h 25mAmerican Airlines
Thu 3/2012:00 pmNAS - HPN
1 stop6h 03mAmerican Airlines
Deal found 1/29$315
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/116:00 amHPN - AUA
1 stop9h 45mAmerican Airlines
Wed 2/195:59 pmAUA - HPN
1 stop16h 30mAmerican Airlines
Deal found 1/28$317
This American Airlines deal was found by Cheapflights users on 1/29. 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 2/195:09 pmHPN - STT
2 stops18h 18mAmerican Airlines
Wed 2/266:35 pmSTT - HPN
2 stops21h 02mAmerican Airlines
Deal found 1/29$329
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Sun 3/166:35 pmHPN - MBJ
1 stop15h 40mAmerican Airlines
Tue 3/251:00 pmMBJ - HPN
1 stop9h 06mAmerican Airlines
Deal found 1/30$335
This American Airlines deal was found by Cheapflights users on 1/28. 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 5/146:30 pmHPN - PLS
2 stops18h 05mAmerican Airlines
Mon 5/193:30 pmPLS - HPN
2 stops20h 00mAmerican Airlines
Deal found 1/28$340
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Sat 2/83:29 pmHPN - STI
2 stops21h 51mAmerican Airlines
Thu 2/132:53 pmSTI - HPN
2 stops20h 51mAmerican Airlines
Deal found 1/30$380
This JetBlue deal was found by Cheapflights users on 1/28. 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.
Mon 2/108:55 amHPN - PUJ
1 stop6h 29mJetBlue
Wed 2/1212:49 pmPUJ - HPN
1 stop11h 13mJetBlue
Deal found 1/28$401
This Delta deal was found by Cheapflights users on 1/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2210:25 amHPN - NAS
1 stop5h 36mDelta
Tue 2/253:06 pmNAS - HPN
1 stop7h 07mDelta
Deal found 1/30$411
This American Airlines deal was found by Cheapflights users on 1/29. 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.
Sat 4/196:33 pmHPN - PUJ
1 stop16h 07mAmerican Airlines
Wed 4/2312:54 pmPUJ - HPN
1 stop10h 08mAmerican Airlines
Deal found 1/29$443
This JetBlue deal was found by Cheapflights users on 1/29. 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 6/218:55 pmHPN - NAS
1 stop12h 10mJetBlue
Thu 6/261:10 pmNAS - HPN
1 stop9h 27mJetBlue
Deal found 1/29$449

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sat 4/26

8:00 am-11:45 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Tue 4/29

7:04 pm-10:59 pm

Nonstop3h 55m

$226

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sat 4/26

6:33 pm-10:50 am

1 stop16h 17m

San Juan Luis Munoz Marin Intl

Tue 4/29

1:29 pm-11:02 pm

1 stop9h 33m

$286

White PlainsOranjestad

HPN - AUA

HPNAUA

White Plains Westchester County

Tue 2/11

6:00 am-4:45 pm

1 stop9h 45m

Oranjestad Reina Beatrix

Wed 2/19

5:59 pm-9:29 am

1 stop16h 30m

$317

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Wed 2/19

5:09 pm-12:27 pm

2 stops18h 18m

Saint Thomas Island Cyril E King

Wed 2/26

6:35 pm-2:37 pm

2 stops21h 02m

$329

White PlainsNassau

HPN - NAS

HPNNAS

White Plains Westchester County

Sun 2/23

6:30 pm-9:25 am

1 stop14h 55m

Nassau Intl

Thu 3/27

7:45 am-11:06 pm

1 stop15h 21m

$330

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Sun 3/16

6:35 pm-9:15 am

1 stop15h 40m

Montego Bay Sangster Intl

Tue 3/25

1:00 pm-11:06 pm

1 stop9h 06m

$335

White PlainsProvidenciales

HPN - PLS

HPNPLS

White Plains Westchester County

Wed 5/14

6:30 pm-12:35 pm

2 stops18h 05m

Providenciales

Mon 5/19

3:30 pm-11:30 am

2 stops20h 00m

$340

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Thu 5/29

8:10 am-1:04 am

3 stops16h 54m

San Juan Luis Munoz Marin Intl

Tue 6/3

4:46 pm-12:30 pm

2 stops19h 44m

$400

White PlainsPunta Cana

HPN - PUJ

HPNPUJ

White Plains Westchester County

Mon 2/10

8:55 am-4:24 pm

1 stop6h 29m

Punta Cana

Wed 2/12

12:49 pm-11:02 pm

1 stop11h 13m

$401

White PlainsNassau

HPN - NAS

HPNNAS

White Plains Westchester County

Sat 2/22

10:25 am-4:01 pm

1 stop5h 36m

Nassau Intl

Tue 2/25

3:06 pm-10:13 pm

1 stop7h 07m

$411

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 60 results
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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 $372). 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 January 30, 2025.

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.

Weekly flight availability from Westchester County to Caribbean

Explore weekly flight availability from Westchester County to Caribbean. 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 January 30, 2025.

The most flights from zzREU to 0CB 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).

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 January 30, 2025.
Alaska Airlines
8.0
Very good
9,688 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,688 reviews
Alaska Airlines
8.0
Very good
9,688 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,454 reviews
Alaska Airlines
8.0
Very good
9,688 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

LATAM Airlines
7.5
Good
1,838 reviews
Alaska Airlines
8.0
Very good
9,688 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

JetBlue
7.4
Good
3,156 reviews
Alaska Airlines
8.0
Very good
9,688 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,688 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $133. However, be on the lookout for offers from Delta and American Airlines, 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 $372). 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 Westchester County to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$206Average$506FlexibilityNo cancel feeOn-time62%
DeltaCheapest$248Average$551FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$251Average$541FlexibilityNo cancel feeOn-time71%
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