What are the most popular routes from Newburgh to Caribbean?

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

What are the cheapest flights from Newburgh to Caribbean?

The cheapest flight price from Newburgh to Caribbean is $53. On average you can expect to pay $590. The most popular route, (New Windsor Stewart - Nassau Intl), can usually be booked for $402.

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 (84%), TAP AIR PORTUGAL (80%), EL AL( 79%).

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 28% by booking at least 31 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 $254.

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, September can be a great choice for travel to Caribbean. Flights to Caribbean from Newburgh in September are about $277 on average during September, but can be found for as low as $90.

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.

$358+ Save on Flights from Newburgh to Caribbean

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Cheap flight deals from Newburgh to Caribbean

Round-trip from	$230 (Mytrip)
One-way from	$103 (Mytrip)
Popular in	December
Cheapest in	September
Average price	$218

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. 7% potential increase in price ($20 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 March 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 March 14, 2025.

Mon 5/1211:50 amSWF - SJU

1 stop8h 32mMultiple Airlines

Thu 5/1512:34 pmSJU - SWF

2 stops22h 31mMultiple Airlines

Deal found 3/13

$229

Mon 3/3110:10 amSWF - PUJ

1 stop28h 32mMultiple Airlines

Thu 4/33:47 pmPUJ - SWF

1 stop17h 33mMultiple Airlines

Deal found 3/12

$315

Fri 4/410:10 amSWF - AUA

1 stop28h 35mMultiple Airlines

Sun 4/63:50 pmAUA - SWF

1 stop17h 30mMultiple Airlines

Deal found 3/13

$342

Mon 3/2410:10 amSWF - MBJ

1 stop25h 52mMultiple Airlines

Thu 3/2712:07 pmMBJ - SWF

1 stop20h 13mMultiple Airlines

Deal found 3/12

$344

Fri 4/410:10 amSWF - KIN

1 stop27h 18mMultiple Airlines

Sun 4/61:36 pmKIN - SWF

1 stop18h 44mMultiple Airlines

Deal found 3/12

$382

Fri 4/2511:50 amSWF - NAS

1 stop7h 25mMultiple Airlines

Fri 5/212:00 pmNAS - SWF

1 stop7h 49mMultiple Airlines

Deal found 3/12

$428

Fri 4/410:10 amSWF - SDQ

1 stop28h 39mMultiple Airlines

Sun 4/138:55 amSDQ - SWF

2 stops26h 05mMultiple Airlines

Deal found 3/13

$495

Thu 5/85:53 pmSWF - FPO

2 stops19h 37mMultiple Airlines

Sun 5/1111:00 amFPO - SWF

1 stop24h 00mMultiple Airlines

Deal found 3/12

$520

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 March 14, 2025.

Mon 3/3110:10 amSWF - SJU

2 stops34h 46mMultiple Airlines

Thu 4/35:52 amSJU - SWF

2 stops27h 28mMultiple Airlines

Deal found 3/12

$230

Mon 3/3110:10 amSWF - PUJ

1 stop28h 32mMultiple Airlines

Thu 4/33:47 pmPUJ - SWF

1 stop17h 33mMultiple Airlines

Deal found 3/12

$315

Fri 4/410:10 amSWF - AUA

1 stop28h 35mMultiple Airlines

Sun 4/63:50 pmAUA - SWF

1 stop17h 30mMultiple Airlines

Deal found 3/13

$342

Mon 3/2410:10 amSWF - MBJ

1 stop25h 52mMultiple Airlines

Thu 3/2712:07 pmMBJ - SWF

1 stop20h 13mMultiple Airlines

Deal found 3/12

$344

Mon 4/710:10 amSWF - NAS

1 stop9h 05mMultiple Airlines

Thu 4/107:15 amNAS - SWF

1 stop27h 45mMultiple Airlines

Deal found 3/13

$420

Fri 6/67:18 pmSWF - KIN

1 stop26h 17mMultiple Airlines

Mon 6/97:05 amKIN - SWF

1 stop10h 23mMultiple Airlines

Deal found 3/13

$446

Fri 4/410:10 amSWF - SDQ

1 stop28h 39mMultiple Airlines

Sun 4/138:55 amSDQ - SWF

2 stops26h 05mMultiple Airlines

Deal found 3/13

$495

Thu 5/85:53 pmSWF - FPO

2 stops19h 37mMultiple Airlines

Sun 5/1111:00 amFPO - SWF

1 stop24h 00mMultiple Airlines

Deal found 3/12

$520

Thu 3/207:54 pmSWF - PLS

3 stops41h 56mMultiple Airlines

Mon 3/242:40 pmPLS - SWF

3 stops27h 25mMultiple Airlines

Deal found 3/12

$1,689

Last-minute flights from Newburgh to Caribbean
Discover last-minute flight deals from Newburgh to Caribbean. Data last updated March 14, 2025 and is based on user searches.

Mon 3/1710:10 amSWF - FPO

1 stop27h 20mMultiple Airlines

Thu 3/2010:45 amFPO - SWF

1 stop22h 35mMultiple Airlines

Deal found 3/12

$567

Fri 3/2110:10 amSWF - SJU

2 stops38h 32mMultiple Airlines

Sat 3/2912:59 amSJU - SWF

2 stops32h 21mMultiple Airlines

Deal found 3/13

$454

Fri 3/2110:10 amSWF - NAS

1 stop9h 05mMultiple Airlines

Sun 3/234:00 pmNAS - SWF

1 stop17h 20mMultiple Airlines

Deal found 3/13

$488

Fri 3/2110:10 amSWF - KIN

1 stop11h 25mMultiple Airlines

Sun 3/231:36 pmKIN - SWF

1 stop18h 44mMultiple Airlines

Deal found 3/13

$502

Fri 3/2110:10 amSWF - PUJ

2 stops26h 07mMultiple Airlines

Sun 3/233:47 pmPUJ - SWF

1 stop17h 33mMultiple Airlines

Deal found 3/12

$518

Fri 3/2110:10 amSWF - MBJ

1 stop25h 52mMultiple Airlines

Sun 3/2312:07 pmMBJ - SWF

1 stop20h 13mMultiple Airlines

Deal found 3/12

$539

Fri 3/2110:10 amSWF - SDQ

1 stop28h 39mMultiple Airlines

Thu 3/2711:00 amSDQ - SWF

2 stops22h 20mMultiple Airlines

Deal found 3/11

$667

Mon 3/2410:10 amSWF - MBJ

1 stop25h 52mMultiple Airlines

Thu 3/2712:07 pmMBJ - SWF

1 stop20h 13mMultiple Airlines

Deal found 3/12

$344

Mon 3/3110:10 amSWF - SJU

2 stops34h 46mMultiple Airlines

Thu 4/35:52 amSJU - SWF

2 stops27h 28mMultiple Airlines

Deal found 3/12

$230

Mon 3/3110:10 amSWF - PUJ

1 stop28h 32mMultiple Airlines

Thu 4/33:47 pmPUJ - SWF

1 stop17h 33mMultiple Airlines

Deal found 3/12

$315

Fri 4/410:10 amSWF - AUA

1 stop28h 35mMultiple Airlines

Sun 4/63:50 pmAUA - SWF

1 stop17h 30mMultiple Airlines

Deal found 3/13

$342

Fri 4/410:10 amSWF - KIN

1 stop27h 18mMultiple Airlines

Sun 4/61:36 pmKIN - SWF

1 stop18h 44mMultiple Airlines

Deal found 3/12

$382

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 March 14, 2025.

Fri 3/2810:10 amSWF - SJU

2 stops34h 46mMultiple Airlines

Deal found 3/13

$103

Fri 5/1611:55 amSWF - AUA

1 stop26h 45mMultiple Airlines

Deal found 3/13

$131

Mon 3/2410:10 amSWF - KIN

1 stop27h 18mMultiple Airlines

Deal found 3/13

$141

Fri 3/2810:10 amSWF - MBJ

1 stop25h 52mMultiple Airlines

Deal found 3/13

$141

Fri 3/2810:10 amSWF - PUJ

1 stop28h 32mMultiple Airlines

Deal found 3/13

$145

Fri 3/2810:10 amSWF - NAS

1 stop9h 05mMultiple Airlines

Deal found 3/13

$156

Fri 3/2810:10 amSWF - SDQ

1 stop28h 39mMultiple Airlines

Deal found 3/13

$170

Fri 4/410:10 amSWF - PLS

2 stops27h 24mMultiple Airlines

Deal found 3/11

$222

Thu 3/277:54 pmSWF - FPO

2 stops17h 36mMultiple Airlines

Deal found 3/13

$409

Find flights from Newburgh to Caribbean within your budget

Fly from

Fly to

Route

Depart

Return

Price

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Mon 5/12

11:50 am-8:22 pm

1 stop8h 32m

San Juan Luis Munoz Marin Intl

Thu 5/15

12:34 pm-11:05 am

2 stops22h 31m

$229

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Mon 3/31

10:10 am-2:42 pm

1 stop28h 32m

Punta Cana

Thu 4/3

3:47 pm-9:20 am

1 stop17h 33m

$315

New WindsorOranjestad

SWF - AUA

SWFAUA

New Windsor Stewart

Fri 4/4

10:10 am-2:45 pm

1 stop28h 35m

Oranjestad Reina Beatrix

Sun 4/6

3:50 pm-9:20 am

1 stop17h 30m

$342

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

Mon 3/24

10:10 am-11:02 am

1 stop25h 52m

Montego Bay Sangster Intl

Thu 3/27

12:07 pm-9:20 am

1 stop20h 13m

$344

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 4/4

10:10 am-12:28 pm

1 stop27h 18m

Kingston Norman Manley

Sun 4/6

1:36 pm-9:20 am

1 stop18h 44m

$382

New WindsorNassau

SWF - NAS

SWFNAS

New Windsor Stewart

Fri 4/25

11:50 am-7:15 pm

1 stop7h 25m

Nassau Intl

Fri 5/2

12:00 pm-7:49 pm

1 stop7h 49m

$428

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Fri 4/4

10:10 am-2:49 pm

1 stop28h 39m

Santo Domingo Las Americas

Sun 4/13

8:55 am-11:00 am

2 stops26h 05m

$495

New WindsorFreeport

SWF - FPO

SWFFPO

New Windsor Stewart

Thu 5/8

5:53 pm-1:30 pm

2 stops19h 37m

Freeport Grand Bahama Intl

Sun 5/11

11:00 am-11:00 am

1 stop24h 00m

$520

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Fri 3/28

10:10 am-8:56 pm

2 stops34h 46m

$103

New WindsorOranjestad

SWF - AUA

SWFAUA

New Windsor Stewart

Fri 5/16

11:55 am-2:40 pm

1 stop26h 45m

$131

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

Showing 1-10 of 17 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.

Travel insights for flights from Newburgh to Caribbean

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

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 March is currently the most expensive (average of $346). 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 Thursday (58 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).

Rainfall in Caribbean 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

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

What are the most popular routes from Newburgh to Caribbean?
The most popular route from Newburgh to Caribbean is New Windsor Stewart - Nassau Intl. You may also consider New Windsor Stewart - San Juan Luis Munoz Marin Intl or New Windsor Stewart - Montego Bay Sangster Intl.
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 (84%), TAP AIR PORTUGAL (80%), EL AL( 79%).
What are the cheapest flights from Newburgh to Caribbean?
The cheapest flight price from Newburgh to Caribbean is $53. On average you can expect to pay $590. The most popular route, (New Windsor Stewart - Nassau Intl), can usually be booked for $402.
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 March is currently the most expensive (average of $346). 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 10 airlines flying from Newburgh to Caribbean

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$77	Average$288	FlexibilityNo cancel fee	On-time62%
Spirit Airlines	Cheapest$108	Average$364	FlexibilityNo cancel fee	On-time65%
JetBlue	Cheapest$150	Average$491	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$150	Average$422	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$200	Average$543	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$204	Average$557	FlexibilityNo cancel fee	On-time69%
Copa Airlines	Cheapest$323	Average$502	FlexibilityNo cancel fee	On-time70%
Avianca	Cheapest$432	Average$599	FlexibilityNo cancel fee	On-time71%
Air Canada	Cheapest$478	Average$706	FlexibilityNo cancel fee	On-time67%
Caribbean Airlines	Cheapest$739	Average$1,051	FlexibilityNo cancel fee	On-timeN/A

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$103+ 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 3/28. 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 March 14, 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 March 14, 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 March 14, 2025.

Find flights from Newburgh to Caribbean within your budget

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.

Travel insights for flights from Newburgh to Caribbean

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

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 March 14, 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 March 14, 2025.

Rainfall in Caribbean by month

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

Temperature in Caribbean by month

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

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

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Alternative routes for Newburgh to Caribbean

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Top 10 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 March 14, 2025.