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

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. 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?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Stewart Intl. to Caribbean 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?

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 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?

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 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?

The cheapest time of day to fly to Caribbean 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 is generally at night, which is peak travel time and where the average cost of a ticket is $357.

How many flights are there between New Windsor and Caribbean per day?

There is a maximum of 1 nonstop flight a day that takes off from New Windsor and lands in Caribbean, with an average flight time of 4h 00m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 3 flights.

Cheap Flights from Stewart Intl. to Caribbean

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Flight Deals

One-wayRound-trip

Punta Cana1 stop$329

Santo Domingo1 stop$361

Montego Bay1 stop$456

Oranjestad1 stop$324

Nassau1 stop$501

Kingston1 stop$378

Simpson Bay1 stop$321

Port of Spain2 stops$824

Aguadilla1 stop$433

Punta Cana1 stop$329

Santo Domingo1 stop$361

Montego Bay1 stop$456

Oranjestad1 stop$324

Nassau1 stop$501

Kingston1 stop$378

Simpson Bay1 stop$321

Port of Spain2 stops$824

Aguadilla1 stop$433

Book Cheap New Windsor to Caribbean Plane Tickets

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 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

Mon, Dec 8 - Thu, Dec 11

12:27 pm - 12:45 amSWF-SJU

11h 18m1 stop

4:10 am - 11:37 amSJU-SWF

8h 27m1 stop

$224Multiple Airlines

Find Deal

Fri, Dec 12 - Sun, Dec 14

12:27 pm - 12:45 amSWF-SJU

11h 18m1 stop

4:10 am - 11:37 amSJU-SWF

8h 27m1 stop

$242Multiple Airlines

Find Deal

Mon, Dec 8 - Thu, Dec 11

12:27 pm - 12:45 amSWF-SJU

11h 18m1 stop

5:00 pm - 11:37 amSJU-SWF

19h 37m2 stops

$244Multiple Airlines

Find Deal

Fri, Dec 12 - Thu, Dec 18

12:27 pm - 12:32 pmSWF-SJU

23h 05m1 stop

6:28 pm - 6:06 pmSJU-SWF

24h 38m1 stop

$248Multiple Airlines

Find Deal

Mon, Dec 8 - Thu, Dec 11

12:27 pm - 12:45 amSWF-SJU

11h 18m1 stop

4:10 am - 11:37 amSJU-SWF

8h 27m1 stop

$258Multiple Airlines

Find Deal

Mon, Dec 8 - Thu, Dec 11

12:27 pm - 12:45 amSWF-SJU

11h 18m1 stop

5:00 pm - 11:37 amSJU-SWF

19h 37m2 stops

$267Multiple Airlines

Find Deal

Mon, Dec 8 - Thu, Dec 11

12:27 pm - 12:45 amSWF-SJU

11h 18m1 stop

4:10 am - 11:37 amSJU-SWF

8h 27m1 stop

$271Multiple Airlines

Find Deal

Fri, Dec 12 - Sun, Dec 14

12:27 pm - 12:45 amSWF-SJU

11h 18m1 stop

4:10 am - 11:37 amSJU-SWF

8h 27m1 stop

$273Multiple Airlines

Find Deal

Mon, Dec 8 - Sun, Dec 14

12:27 pm - 12:45 amSWF-SJU

11h 18m1 stop

4:10 am - 11:37 amSJU-SWF

8h 27m1 stop

$275Multiple Airlines

Find Deal

Fri, Dec 12 - Thu, Dec 18

12:27 pm - 12:45 amSWF-SJU

11h 18m1 stop

4:55 pm - 6:06 pmSJU-SWF

26h 11m3 stops

$280Multiple Airlines

Find Deal

Booking Insights

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

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

How long does a flight from New Windsor to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest routes to Caribbean from New Windsor are to Nassau, which takes 6h 48m, Santo Domingo, which takes 6h 58m, and San Juan, which takes 7h 44m.

Find deals

Cheapest flight	$111

Flight from Stewart Intl. to San Juan Airport

How does KAYAK find such low prices on flights from Stewart Intl. to Caribbean?
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.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl. to Caribbean?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Stewart Intl. to Caribbean 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?
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 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?
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 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?
The cheapest time of day to fly to Caribbean 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 is generally at night, which is peak travel time and where the average cost of a ticket is $357.
How many flights are there between New Windsor and Caribbean per day?
There is a maximum of 1 nonstop flight a day that takes off from New Windsor and lands in Caribbean, with an average flight time of 4h 00m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 3 flights.

Everything you need to know for your flight to Caribbean

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)

$111 Find Cheap Flights from New Windsor to Caribbean

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

Cheap Flights from New Windsor to Caribbean

Book Cheap New Windsor to Caribbean Plane Tickets

Recent round-trip flight deals from New Windsor to Caribbean

Recent one-way flight deals from New Windsor to Caribbean

Recent last minute flight deals from New Windsor to Caribbean

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

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

How long does a flight from New Windsor to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest routes to Caribbean from New Windsor are to Nassau, which takes 6h 48m, Santo Domingo, which takes 6h 58m, and San Juan, which takes 7h 44m.

Good to know

FAQs - booking Caribbean flights

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

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.

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

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Stewart Intl. to Caribbean 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?

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 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?

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 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?

How many flights are there between New Windsor and Caribbean per day?

There is a maximum of 1 nonstop flight a day that takes off from New Windsor and lands in Caribbean, with an average flight time of 4h 00m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 3 flights.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Cabin class types available on flights to New Windsor

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

Flights to other popular destinations

Flights from domestic origins to New Windsor

Flights to popular destinations in Caribbean

Find deals for your return flight