How does KAYAK find such low prices on flights from Stewart Intl. to Caribbean Islands?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Stewart Intl. to Caribbean Islands. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl. to Caribbean Islands?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Stewart Intl. to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Stewart Intl. to Caribbean Islands?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Stewart Intl. to Caribbean Islands with an airline and back with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Stewart Intl. to Caribbean Islands?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Stewart Intl. to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

What is the cheapest time of day to fly to Caribbean Islands?

The cheapest time of day to fly to Caribbean Islands is generally in the evening , when round-trip flights cost $298 on average. Morning departures are around 5% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is $357.

Cheap Flights from Stewart Intl. to Caribbean Islands

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

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Flights Deals

One-wayRound-trip

Punta Cana1 stop$338

Santo Domingo1 stop$350

Montego Bay1 stop$355

Oranjestad1 stop$390

Nassau1 stop$435

Kingston1 stop$374

Simpson Bay1 stop$594

Providenciales2 stops$962

Port of Spain2 stops$701

Punta Cana1 stop$338

Santo Domingo1 stop$350

Montego Bay1 stop$355

Oranjestad1 stop$390

Nassau1 stop$435

Kingston1 stop$374

Simpson Bay1 stop$594

Providenciales2 stops$962

Port of Spain2 stops$701

Cheap Flights from New Windsor to Caribbean Islands

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New Windsor to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Recent round-trip flight deals from New Windsor to Caribbean Islands

Mon, Jul 14 - Thu, Jul 17

7:56 pm - 3:30 pmSWF-SJU

19h 34m1 stop

10:14 pm - 7:06 pmSJU-SWF

20h 52m1 stop

$237

Find Deal

Mon, Jul 7 - Thu, Jul 10

7:56 pm - 12:05 amSWF-SJU

28h 09m2 stops

10:14 pm - 7:06 pmSJU-SWF

20h 52m1 stop

$251

Find Deal

Mon, Jul 14 - Thu, Jul 17

7:56 pm - 1:35 amSWF-SJU

29h 39m2 stops

10:14 pm - 7:06 pmSJU-SWF

20h 52m1 stop

$252

Find Deal

Fri, Jul 4 - Sun, Jul 13

7:56 pm - 7:19 pmSWF-SJU

23h 23m1 stop

10:14 pm - 7:06 pmSJU-SWF

20h 52m1 stop

$255

Find Deal

Fri, Jul 11 - Sun, Jul 13

7:56 pm - 8:06 pmSWF-SJU

24h 10m2 stops

1:37 am - 7:06 pmSJU-SWF

17h 29m2 stops

$264

Find Deal

Fri, Jul 11 - Sun, Jul 13

7:56 pm - 1:35 amSWF-SJU

29h 39m2 stops

1:37 am - 7:06 pmSJU-SWF

17h 29m2 stops

$274

Find Deal

Mon, Jul 14 - Thu, Jul 17

7:56 pm - 3:30 pmSWF-SJU

19h 34m1 stop

2:40 am - 7:06 pmSJU-SWF

16h 26m2 stops

$278

Find Deal

Mon, Jul 7 - Thu, Jul 10

7:56 pm - 7:19 pmSWF-SJU

23h 23m1 stop

10:14 pm - 7:06 pmSJU-SWF

20h 52m1 stop

$279

Find Deal

Mon, Jul 14 - Thu, Jul 17

7:56 pm - 3:30 pmSWF-SJU

19h 34m1 stop

2:40 am - 7:06 pmSJU-SWF

16h 26m2 stops

$280

Find Deal

Fri, Jul 11 - Sun, Jul 13

7:56 pm - 12:22 amSWF-SJU

28h 26m2 stops

10:14 pm - 7:06 pmSJU-SWF

20h 52m1 stop

$282

Find Deal

Useful Info

KAYAK's insights & trends for New Windsor to Caribbean Islands flights

Get data-powered insights and trends into flights from New Windsor to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from New Windsor to Caribbean Islands?

No, with an average price for the route of $221, prices are generally cheapest when you fly direct.

Find deals

Low season	October
High season	February
Cheapest flight	$100

Best time to beat the crowds with an average 49% drop in price.

Most popular time to fly and prices are also 35% lower on average.

Flight from Stewart Intl. to San Juan

How does KAYAK find such low prices on flights from Stewart Intl. to Caribbean Islands?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Stewart Intl. to Caribbean Islands.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl. to Caribbean Islands?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Stewart Intl. to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Stewart Intl. to Caribbean Islands?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Stewart Intl. to Caribbean Islands with an airline and back with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Stewart Intl. to Caribbean Islands?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Stewart Intl. to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.
What is the cheapest time of day to fly to Caribbean Islands?
The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost $298 on average. Morning departures are around 5% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is $357.

Everything you need to know for your flight to Caribbean Islands

Airports

Cabin class

Complete your trip

Flights to other cities

Origins

Popular routes

Return flight deals

Information on your arrival and departure airports

Stewart Intl. (SWF)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$100 Find Cheap Flights from New Windsor to Caribbean Islands

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

Best Caribbean Islands Flight Deals from New Windsor

Cheap Flights from New Windsor to Caribbean Islands

Recent round-trip flight deals from New Windsor to Caribbean Islands

Recent one-way flight deals from New Windsor to Caribbean Islands

Recent last minute flight deals from New Windsor to Caribbean Islands

KAYAK's insights & trends for New Windsor to Caribbean Islands flights

Get data-powered insights and trends into flights from New Windsor to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from New Windsor to Caribbean Islands?

No, with an average price for the route of $221, prices are generally cheapest when you fly direct.

Good to know

FAQs - booking Caribbean Islands flights

How does KAYAK find such low prices on flights from Stewart Intl. to Caribbean Islands?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Stewart Intl. to Caribbean Islands.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl. to Caribbean Islands?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Stewart Intl. to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Stewart Intl. to Caribbean Islands?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Stewart Intl. to Caribbean Islands with an airline and back with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Stewart Intl. to Caribbean Islands?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Stewart Intl. to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

What is the cheapest time of day to fly to Caribbean Islands?

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Cabin class types available on flights to New Windsor

Complete your trip to Caribbean Islands with a hotel stay or car rental

Flights to other popular destinations

Flights from domestic origins to New Windsor

Flights from New Windsor to popular cities in Caribbean Islands

Find deals for your return flight