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$108+ Cheap flights from Newburgh, NY 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — SJU
abr. 22 — abr. 291
mar. 4/22
mar. 4/29
1 adult, Economy
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Cheap flight deals from Newburgh to Caribbean

Keep the following information in mind while searching for Newburgh to Caribbean flight deals. Data was last updated abril 17, 2025.

Round-trip from

$246
(Mytrip)

One-way from

$108
(Mytrip)

Popular in

December

Cheapest in

March

Average price

$337
From Newburgh to Caribbean
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One-way flight from Newburgh to Caribbean
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Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Newburgh to Caribbean

Cheapest flights from Newburgh to Caribbean
Explore the most affordable flight options available from Newburgh to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 17, 2025.

This Mytrip deal was found by Cheapflights users on 4/17. 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. 5/1211:50 amSWF - SJU
2 stops23h 41mMultiple Airlines
jue. 5/158:12 pmSJU - SWF
1 stop14h 53mMultiple Airlines
Deal found 4/17$252
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/288:39 pmSWF - PUJ
1 stop15h 05mMultiple Airlines
jue. 5/13:48 pmPUJ - SWF
1 stop19h 12mMultiple Airlines
Deal found 4/16$326
This Mytrip deal was found by Cheapflights users on 4/16. 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.
vie. 5/911:50 amSWF - AUA
1 stop26h 50mMultiple Airlines
jue. 5/153:45 pmAUA - SWF
1 stop19h 20mMultiple Airlines
Deal found 4/16$328
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/211:50 amSWF - MBJ
1 stop24h 05mMultiple Airlines
dom. 5/412:00 pmMBJ - SWF
1 stop22h 00mMultiple Airlines
Deal found 4/17$345
This Mytrip deal was found by Cheapflights users on 4/16. 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. 4/2811:50 amSWF - KIN
1 stop25h 41mMultiple Airlines
jue. 5/11:39 pmKIN - SWF
1 stop20h 21mMultiple Airlines
Deal found 4/16$372
This Mytrip deal was found by Cheapflights users on 4/16. 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.
vie. 6/137:18 pmSWF - NAS
1 stop19h 27mMultiple Airlines
lun. 6/1611:30 amNAS - SWF
1 stop6h 58mMultiple Airlines
Deal found 4/16$420
This Mytrip deal was found by Cheapflights users on 4/17. 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.
vie. 6/67:18 pmSWF - FPO
1 stop18h 12mMultiple Airlines
vie. 6/1310:45 amFPO - SWF
1 stop7h 43mMultiple Airlines
Deal found 4/17$454
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/231:28 pmSWF - SDQ
2 stops12h 53mMultiple Airlines
jue. 7/1711:50 amSDQ - SWF
1 stop7h 22mMultiple Airlines
Deal found 4/17$584
This Mytrip deal was found by Cheapflights users on 4/17. 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.
vie. 6/278:01 pmSWF - STI
1 stop14h 28mMultiple Airlines
lun. 7/711:29 amSTI - SWF
1 stop7h 37mMultiple Airlines
Deal found 4/17$661
This Mytrip deal was found by Cheapflights users on 4/17. 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.
jue. 5/15:53 pmSWF - SXM
2 stops20h 07mMultiple Airlines
sáb. 5/103:05 pmSXM - SWF
2 stops20h 21mMultiple Airlines
Deal found 4/17$690

Cheapflights Fare Finder

Customize your flight search to find flights from Newburgh 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 abril 17, 2025.
Use the filters below to find and compare flights from Newburgh to Caribbean that are best for you.

Fly from

Newburgh

Fly to

Caribbean

Route

Depart

Return

Price

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

lun. 5/12

11:50 am-11:31 am

2 stops23h 41m

San Juan Luis Munoz Marin Intl

jue. 5/15

8:12 pm-11:05 am

1 stop14h 53m

$252

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

lun. 4/28

8:39 pm-11:44 am

1 stop15h 05m

Punta Cana

jue. 5/1

3:48 pm-11:00 am

1 stop19h 12m

$326

New WindsorOranjestad

SWF - AUA

SWFAUA

New Windsor Stewart

vie. 5/9

11:50 am-2:40 pm

1 stop26h 50m

Oranjestad Reina Beatrix

jue. 5/15

3:45 pm-11:05 am

1 stop19h 20m

$328

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

vie. 5/2

11:50 am-10:55 am

1 stop24h 05m

Montego Bay Sangster Intl

dom. 5/4

12:00 pm-11:00 am

1 stop22h 00m

$345

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

lun. 4/28

11:50 am-12:31 pm

1 stop25h 41m

Kingston Norman Manley

jue. 5/1

1:39 pm-11:00 am

1 stop20h 21m

$372

New WindsorNassau

SWF - NAS

SWFNAS

New Windsor Stewart

vie. 6/13

7:18 pm-2:45 pm

1 stop19h 27m

Nassau Intl

lun. 6/16

11:30 am-6:28 pm

1 stop6h 58m

$420

New WindsorFreeport

SWF - FPO

SWFFPO

New Windsor Stewart

vie. 6/6

7:18 pm-1:30 pm

1 stop18h 12m

Freeport Grand Bahama Intl

vie. 6/13

10:45 am-6:28 pm

1 stop7h 43m

$454

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

lun. 6/23

1:28 pm-2:21 am

2 stops12h 53m

Santo Domingo Las Americas

jue. 7/17

11:50 am-7:12 pm

1 stop7h 22m

$584

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

vie. 6/27

8:01 pm-10:29 am

1 stop14h 28m

Santiago de los Caballeros

lun. 7/7

11:29 am-7:06 pm

1 stop7h 37m

$661

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

jue. 5/1

5:53 pm-2:00 pm

2 stops20h 07m

Simpson Bay Princess Juliana

sáb. 5/10

3:05 pm-11:26 am

2 stops20h 21m

$690

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 19 results
1
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Best time to book a flight from Newburgh to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Newburgh 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 Newburgh to Caribbean

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

Currently, September is the cheapest month in which you can book a flight from Newburgh to Caribbean (average of $254). Flying from Newburgh to Caribbean in December is currently the most expensive (average of $336). 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 N3W to CB?

Find hourly flight availability from Newburgh 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 abril 17, 2025.

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

Weekly flight availability from Newburgh to Caribbean

Explore weekly flight availability from Newburgh 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 abril 17, 2025.

The most flights from N3W to 0CB are scheduled on a Thursday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (31 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).

Related info for your journey

Find useful and relevant information for your journey from Newburgh 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 most popular routes from Newburgh to Caribbean?

    The most popular route from Newburgh to Caribbean is New Windsor Stewart - San Juan Luis Munoz Marin Intl. You may also consider New Windsor Stewart - Nassau Intl or New Windsor Stewart - Punta Cana.

  • What are the most reliable airlines from Newburgh to Caribbean?

    Before booking your flight to Caribbean from Newburgh, check out the most reliable airlines to get you to your destination on time: LATAM Airlines (90%), Air France (88%), EL AL( 83%).

  • What are the cheapest flights from Newburgh to Caribbean?

    The cheapest flight price from Newburgh to Caribbean is $67. On average you can expect to pay $534. The most popular route, (New Windsor Stewart - San Juan Luis Munoz Marin Intl), can usually be booked for $235.

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

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

  • How can I find direct flights from Newburgh to Caribbean?

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

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

    Yes. Cheapflights offers flight deals from Newburgh 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 Newburgh to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Newburgh to Caribbean (average of $254). Flying from Newburgh to Caribbean in December is currently the most expensive (average of $336). 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 10 airlines flying from Newburgh to Caribbean

Discover the top 10 airlines that operate flights from Newburgh 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 abril 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$77Average$311FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$126Average$414FlexibilityNo cancel feeOn-time65%
DeltaCheapest$148Average$436FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$148Average$498FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$157Average$497FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$179Average$539FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$200Average$561FlexibilityNo cancel feeOn-time71%
Caribbean AirlinesCheapest$215Average$842FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$260Average$415FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$374Average$622FlexibilityNo cancel feeOn-time71%

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