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Caribbean

$108+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJU
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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 November 21, 2024.

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 November 21, 2024.

This JetBlue deal was found by Cheapflights users on 11/20. 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 12/118:00 amHPN - SJU
Nonstop3h 43mJetBlue
Wed 12/187:30 pmSJU - HPN
Nonstop4h 10mJetBlue
Deal found 11/20$215
This American Airlines deal was found by Cheapflights users on 11/21. 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 11/246:09 amHPN - SJU
1 stop17h 33mAmerican Airlines
Tue 11/267:12 amSJU - HPN
1 stop16h 48mAmerican Airlines
Deal found 11/21$284
This American Airlines deal was found by Cheapflights users on 11/20. 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 12/87:59 amHPN - NAS
1 stop5h 46mAmerican Airlines
Tue 1/147:45 amNAS - HPN
1 stop15h 15mAmerican Airlines
Deal found 11/20$333
This American Airlines deal was found by Cheapflights users on 11/21. 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 12/106:00 amHPN - AUA
1 stop9h 45mAmerican Airlines
Tue 12/173:36 pmAUA - HPN
1 stop8h 24mAmerican Airlines
Deal found 11/21$373
This American Airlines deal was found by Cheapflights users on 11/21. 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 12/66:30 pmHPN - PUJ
2 stops18h 57mAmerican Airlines
Tue 12/105:05 pmPUJ - HPN
2 stops20h 59mAmerican Airlines
Deal found 11/21$421
This JetBlue deal was found by Cheapflights users on 11/20. 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 12/148:55 pmHPN - MBJ
1 stop12h 11mJetBlue
Wed 12/1812:52 pmMBJ - HPN
1 stop10h 35mJetBlue
Deal found 11/20$461
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Wed 12/118:00 amHPN - SJU
3 stops16h 40mMultiple Airlines
Sat 12/143:20 amSJU - HPN
3 stops34h 10mMultiple Airlines
Deal found 11/20$464
This JetBlue deal was found by Cheapflights users on 11/21. 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 12/38:00 amHPN - SDQ
1 stop11h 17mJetBlue
Thu 12/54:50 pmSDQ - HPN
1 stop7h 32mJetBlue
Deal found 11/21$469
This JetBlue deal was found by Cheapflights users on 11/20. 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 12/410:59 amHPN - NAS
1 stop6h 08mJetBlue
Wed 12/119:00 amNAS - HPN
1 stop5h 21mJetBlue
Deal found 11/20$493
This JetBlue deal was found by Cheapflights users on 11/21. 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 11/238:00 amHPN - STT
1 stop5h 34mJetBlue
Sat 12/72:22 pmSTT - HPN
1 stop9h 18mJetBlue
Deal found 11/21$505
This Mytrip deal was found by Cheapflights users on 11/21. 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.
Mon 12/28:00 amHPN - STT
2 stops25h 48mMultiple Airlines
Wed 12/411:56 amSTT - HPN
3 stops25h 34mMultiple Airlines
Deal found 11/21$530
This American Airlines deal was found by Cheapflights users on 11/20. 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 12/166:30 pmHPN - MBJ
2 stops19h 55mAmerican Airlines
Sat 1/113:55 pmMBJ - HPN
2 stops19h 23mAmerican Airlines
Deal found 11/20$570

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Wed 12/11

8:00 am-12:43 pm

Nonstop3h 43m

San Juan Luis Munoz Marin Intl

Wed 12/18

7:30 pm-10:40 pm

Nonstop4h 10m

$215

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sun 1/19

6:00 am-5:30 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Fri 1/24

8:05 am-10:47 pm

1 stop15h 42m

$246

White PlainsNassau

HPN - NAS

HPNNAS

White Plains Westchester County

Sun 1/5

6:00 am-6:05 pm

1 stop12h 05m

Nassau Intl

Sun 1/12

7:45 am-11:00 pm

1 stop15h 15m

$323

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 1/11

4:30 pm-12:00 pm

2 stops19h 30m

George Town Owen Roberts Intl

Mon 1/13

1:40 pm-10:47 pm

1 stop9h 07m

$343

White PlainsPunta Cana

HPN - PUJ

HPNPUJ

White Plains Westchester County

Fri 1/3

6:37 pm-12:14 pm

2 stops16h 37m

Punta Cana

Mon 1/13

3:21 pm-10:53 am

2 stops20h 32m

$352

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sun 1/19

8:20 am-11:18 am

3 stops25h 58m

San Juan Luis Munoz Marin Intl

Thu 1/23

3:15 pm-12:30 pm

2 stops22h 15m

$357

White PlainsMontego Bay

HPN - MBJ

HPNMBJ

White Plains Westchester County

Mon 1/6

6:00 am-3:00 pm

1 stop9h 00m

Montego Bay Sangster Intl

Mon 1/13

3:55 pm-11:18 am

2 stops19h 23m

$368

White PlainsOranjestad

HPN - AUA

HPNAUA

White Plains Westchester County

Mon 1/6

6:00 am-4:45 pm

1 stop9h 45m

Oranjestad Reina Beatrix

Thu 1/9

5:55 pm-9:29 am

1 stop16h 34m

$368

White PlainsNassau

HPN - NAS

HPNNAS

White Plains Westchester County

Mon 1/6

6:00 am-11:52 am

1 stop5h 52m

Nassau Intl

Thu 1/9

3:06 pm-10:13 pm

1 stop7h 07m

$389

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Sun 2/2

8:55 am-3:11 pm

1 stop5h 16m

Saint Thomas Island Cyril E King

Sun 2/9

4:06 pm-11:02 pm

1 stop7h 56m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

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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 $335). 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 November 21, 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.

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 November 21, 2024.

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 November 21, 2024.
Delta
8.0
Very good
8,755 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Delta
8.0
Very good
8,755 reviews
Delta
8.0
Very good
8,755 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

LATAM Airlines
7.5
Good
1,932 reviews
Delta
8.0
Very good
8,755 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

JetBlue
7.5
Good
3,389 reviews
Delta
8.0
Very good
8,755 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

WestJet
7.3
Good
2,811 reviews
Delta
8.0
Very good
8,755 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,755 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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 $108. 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 $335). 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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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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$214Average$507FlexibilityNo cancel feeOn-time62%
DeltaCheapest$248Average$447FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$251Average$522FlexibilityNo cancel feeOn-time71%
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