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.

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).

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 - Santo Domingo Las Americas.

What are the cheapest flights from Newburgh to Caribbean?

The cheapest flight price from Newburgh to Caribbean is $79. On average you can expect to pay $619. The most popular route, (New Windsor Stewart - San Juan Luis Munoz Marin Intl), can usually be booked for $297.

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 (95%), WestJet (93%), Hawaiian Airlines( 91%).

What are the most popular airlines that fly from Newburgh to Caribbean?

Before booking your flight from Newburgh to Caribbean check out the most popular airlines for this route: American Airlines, JetBlue or Delta.

How far in advance should I book a flight from Newburgh to Caribbean?

Find a great deal and save up to 22% by booking at least 28 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Newburgh to Caribbean within the next two weeks, with the cheapest ticket starting at $236.

What is the cheapest month to fly from Newburgh to Caribbean?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, March can be a great choice for travel to Caribbean. Flights to Caribbean from Newburgh in March are about $268 on average during March, but can be found for as low as $79.

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.

$393+ Flights from Newburgh to Caribbean

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Cheap flight deals from Newburgh to Caribbean

Round-trip from	$316 (Mytrip)
One-way from	$123 (Mytrip)
Popular in	December
Cheapest in	March
Average price	$293

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. 9% potential increase in price ($27 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 July 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 July 1, 2025.

Mon 8/187:37 pmSWF - SJU

2 stops19h 33mMultiple Airlines

Thu 8/214:12 pmSJU - SWF

2 stops24h 34mMultiple Airlines

Deal found 6/29

$297

Fri 8/17:56 pmSWF - STI

1 stop13h 54mMultiple Airlines

Mon 8/1110:55 amSTI - SWF

1 stop8h 11mMultiple Airlines

Deal found 6/30

$331

Fri 8/87:56 pmSWF - PUJ

1 stop18h 34mMultiple Airlines

Thu 8/144:05 pmPUJ - SWF

1 stop26h 42mMultiple Airlines

Deal found 7/1

$347

Mon 8/187:37 pmSWF - MBJ

1 stop16h 37mMultiple Airlines

Sun 8/2412:19 pmMBJ - SWF

2 stops20h 53mMultiple Airlines

Deal found 6/29

$361

Fri 8/157:37 pmSWF - SDQ

1 stop20h 23mMultiple Airlines

Sun 8/245:05 pmSDQ - SWF

1 stop23h 41mMultiple Airlines

Deal found 6/30

$367

Fri 7/187:56 pmSWF - KIN

1 stop12h 51mMultiple Airlines

Mon 7/217:05 amKIN - SWF

1 stop11h 01mMultiple Airlines

Deal found 6/29

$378

Fri 8/157:37 pmSWF - NAS

1 stop14h 53mMultiple Airlines

Fri 8/227:15 amNAS - SWF

1 stop9h 31mMultiple Airlines

Deal found 6/30

$420

Fri 7/187:56 pmSWF - CUR

1 stop15h 39mMultiple Airlines

Sat 7/267:30 pmCUR - SWF

2 stops47h 36mMultiple Airlines

Deal found 6/30

$730

Sun 7/276:42 pmSWF - PLS

3 stops40h 13mMultiple Airlines

Sun 8/34:35 pmPLS - SWF

2 stops26h 31mMultiple Airlines

Deal found 6/29

$1,036

Best flights from Newburgh to Caribbean
Discover carefully curated flight deals from Newburgh to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 1, 2025.

Fri 8/225:36 pmSWF - SJU

2 stops21h 34mMultiple Airlines

Thu 8/2810:10 amSJU - SWF

2 stops26h 55mMultiple Airlines

Deal found 6/30

$316

Fri 8/17:56 pmSWF - STI

1 stop13h 54mMultiple Airlines

Mon 8/1110:55 amSTI - SWF

1 stop8h 11mMultiple Airlines

Deal found 6/30

$331

Fri 8/87:56 pmSWF - PUJ

1 stop18h 34mMultiple Airlines

Thu 8/144:05 pmPUJ - SWF

1 stop26h 42mMultiple Airlines

Deal found 7/1

$347

Mon 8/187:37 pmSWF - MBJ

1 stop16h 37mMultiple Airlines

Sun 8/2412:19 pmMBJ - SWF

2 stops20h 53mMultiple Airlines

Deal found 6/29

$361

Fri 8/157:37 pmSWF - SDQ

1 stop20h 23mMultiple Airlines

Sun 8/245:05 pmSDQ - SWF

1 stop23h 41mMultiple Airlines

Deal found 6/30

$367

Fri 8/157:37 pmSWF - KIN

1 stop16h 50mMultiple Airlines

Fri 8/227:05 amKIN - SWF

1 stop8h 41mMultiple Airlines

Deal found 6/30

$378

Fri 8/157:37 pmSWF - NAS

1 stop14h 53mMultiple Airlines

Fri 8/227:15 amNAS - SWF

1 stop9h 31mMultiple Airlines

Deal found 6/30

$420

Fri 7/187:56 pmSWF - CUR

1 stop15h 39mMultiple Airlines

Sat 7/267:30 pmCUR - SWF

2 stops47h 36mMultiple Airlines

Deal found 6/29

$725

Tue 7/2912:36 pmSWF - PLS

2 stops22h 19mMultiple Airlines

Thu 7/3112:30 pmPLS - SWF

2 stops30h 36mMultiple Airlines

Deal found 7/1

$1,110

Last-minute flights from Newburgh to Caribbean
Discover last-minute flight deals from Newburgh to Caribbean. Data last updated July 1, 2025 and is based on user searches.

Mon 7/77:56 pmSWF - PUJ

1 stop18h 14mMultiple Airlines

Thu 7/103:25 pmPUJ - SWF

1 stop27h 41mMultiple Airlines

Deal found 6/29

$386

Mon 7/77:56 pmSWF - MBJ

1 stop16h 06mMultiple Airlines

Thu 7/101:40 pmMBJ - SWF

1 stop28h 26mMultiple Airlines

Deal found 6/30

$406

Thu 7/106:42 pmSWF - SJU

2 stops17h 20mMultiple Airlines

Sat 7/121:27 amSJU - SWF

3 stops41h 39mMultiple Airlines

Deal found 6/30

$619

Fri 7/117:56 pmSWF - SDQ

1 stop13h 54mMultiple Airlines

Mon 7/2110:55 amSDQ - SWF

1 stop8h 11mMultiple Airlines

Deal found 6/30

$384

Fri 7/117:56 pmSWF - KIN

1 stop12h 51mMultiple Airlines

Mon 7/147:05 amKIN - SWF

1 stop11h 01mMultiple Airlines

Deal found 6/30

$463

Fri 7/117:56 pmSWF - STI

1 stop13h 54mMultiple Airlines

Mon 8/1110:55 amSTI - SWF

1 stop8h 11mMultiple Airlines

Deal found 6/29

$488

Fri 7/117:56 pmSWF - NAS

1 stop14h 34mMultiple Airlines

Mon 7/1411:00 amNAS - SWF

1 stop8h 06mMultiple Airlines

Deal found 6/28

$597

Mon 7/147:56 pmSWF - NAS

1 stop17h 54mMultiple Airlines

Fri 7/187:15 amNAS - SWF

1 stop11h 51mMultiple Airlines

Deal found 6/29

$477

Fri 7/187:56 pmSWF - KIN

1 stop12h 51mMultiple Airlines

Mon 7/217:05 amKIN - SWF

1 stop11h 01mMultiple Airlines

Deal found 6/29

$378

Fri 7/187:56 pmSWF - CUR

1 stop15h 39mMultiple Airlines

Sat 7/267:30 pmCUR - SWF

2 stops47h 36mMultiple Airlines

Deal found 6/30

$730

Sun 7/276:42 pmSWF - PLS

3 stops40h 13mMultiple Airlines

Sun 8/34:35 pmPLS - SWF

2 stops26h 31mMultiple Airlines

Deal found 6/29

$1,036

Mon 7/287:56 pmSWF - STI

1 stop13h 54mMultiple Airlines

Mon 8/410:55 amSTI - SWF

1 stop8h 11mMultiple Airlines

Deal found 6/28

$351

One-way flights from Newburgh to Caribbean
Search for one-way flight options from Newburgh to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 1, 2025.

Fri 8/157:37 pmSWF - SJU

2 stops19h 33mMultiple Airlines

Deal found 6/29

$123

Fri 7/257:56 pmSWF - KIN

1 stop12h 51mMultiple Airlines

Deal found 6/30

$138

Fri 8/17:56 pmSWF - MBJ

1 stop16h 09mMultiple Airlines

Deal found 6/30

$138

Mon 7/217:56 pmSWF - SDQ

1 stop13h 54mMultiple Airlines

Deal found 6/30

$155

Fri 8/157:37 pmSWF - PUJ

2 stops15h 59mMultiple Airlines

Deal found 6/30

$156

Fri 8/17:56 pmSWF - STI

1 stop13h 54mMultiple Airlines

Deal found 6/30

$157

Fri 8/291:55 pmSWF - NAS

1 stop6h 20mMultiple Airlines

Deal found 7/1

$160

Fri 8/157:37 pmSWF - CUR

2 stops23h 58mMultiple Airlines

Deal found 6/29

$248

Fri 8/225:36 pmSWF - PLS

2 stops20h 54mMultiple Airlines

Deal found 6/30

$411

Cheapflights Fare Finder

Use the filters below to find and compare flights from Newburgh to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Mon 8/18

7:37 pm-3:10 pm

2 stops19h 33m

San Juan Luis Munoz Marin Intl

Thu 8/21

4:12 pm-4:46 pm

2 stops24h 34m

$297

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 8/1

7:56 pm-9:50 am

1 stop13h 54m

Santiago de los Caballeros

Mon 8/11

10:55 am-7:06 pm

1 stop8h 11m

$331

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 8/8

7:56 pm-2:30 pm

1 stop18h 34m

Punta Cana

Thu 8/14

4:05 pm-6:47 pm

1 stop26h 42m

$347

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

Mon 8/18

7:37 pm-11:14 am

1 stop16h 37m

Montego Bay Sangster Intl

Sun 8/24

12:19 pm-10:12 am

2 stops20h 53m

$361

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Fri 8/15

7:37 pm-4:00 pm

1 stop20h 23m

Santo Domingo Las Americas

Sun 8/24

5:05 pm-4:46 pm

1 stop23h 41m

$367

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 7/18

7:56 pm-7:47 am

1 stop12h 51m

Kingston Norman Manley

Mon 7/21

7:05 am-7:06 pm

1 stop11h 01m

$378

New WindsorNassau

SWF - NAS

SWFNAS

New Windsor Stewart

Fri 8/15

7:37 pm-10:30 am

1 stop14h 53m

Nassau Intl

Fri 8/22

7:15 am-4:46 pm

1 stop9h 31m

$420

New WindsorWillemstad

SWF - CUR

SWFCUR

New Windsor Stewart

Fri 7/18

7:56 pm-11:35 am

1 stop15h 39m

Willemstad Hato Int.

Sat 7/26

7:30 pm-7:06 pm

2 stops47h 36m

$730

New WindsorProvidenciales

SWF - PLS

SWFPLS

New Windsor Stewart

Sun 7/27

6:42 pm-10:55 am

3 stops40h 13m

Providenciales

Sun 8/3

4:35 pm-7:06 pm

2 stops26h 31m

$1,036

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Fri 7/25

7:56 pm-12:22 am

2 stops28h 26m

$122

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

Showing 1-10 of 18 results

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 June is currently the most expensive (average of $339). 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?

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

The most flights from N3W to 0CB are scheduled on a Tuesday (58 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (22 on average).

Related info for your journey

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 - Santo Domingo Las Americas.
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 (95%), WestJet (93%), Hawaiian Airlines( 91%).
What are the cheapest flights from Newburgh to Caribbean?
The cheapest flight price from Newburgh to Caribbean is $79. On average you can expect to pay $619. The most popular route, (New Windsor Stewart - San Juan Luis Munoz Marin Intl), can usually be booked for $297.
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 June is currently the most expensive (average of $339). 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

Top 9 airlines flying from Newburgh to Caribbean

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$89	Average$324	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$132	Average$435	FlexibilityNo cancel fee	On-timeN/A
JetBlue	Cheapest$133	Average$500	FlexibilityNo cancel fee	On-time62%
Spirit Airlines	Cheapest$139	Average$413	FlexibilityNo cancel fee	On-time65%
Copa Airlines	Cheapest$157	Average$505	FlexibilityNo cancel fee	On-time70%
United Airlines	Cheapest$179	Average$548	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$200	Average$572	FlexibilityNo cancel fee	On-time71%
Caribbean Airlines	Cheapest$216	Average$841	FlexibilityNo cancel fee	On-timeN/A
Arajet	Cheapest$234	Average$447	FlexibilityNo cancel fee	On-timeN/A

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$122+ 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 7/25. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Newburgh to Caribbean with Cheapflights

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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 July 1, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Newburgh to Caribbean

Cheapest flights from Newburgh to CaribbeanExplore 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 July 1, 2025.

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 July 1, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Newburgh to Caribbean that are best for you.

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.

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?

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 July 1, 2025.

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 July 1, 2025.

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?

What are the most reliable airlines from Newburgh to Caribbean?

What are the cheapest flights from Newburgh to Caribbean?

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

How can I find direct flights from Newburgh to Caribbean?

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

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

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 Newburgh to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 9 airlines flying from Newburgh to Caribbean

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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 July 1, 2025.