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.

Cheap Flights from Stewart Intl. to Caribbean

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

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Flight Deals

One-wayRound-trip

Punta Cana2 stops$349

Santo Domingo1 stop$381

Montego Bay2 stops$451

Oranjestad2 stops$429

Nassau1 stop$451

Kingston2 stops$1,141

Simpson Bay1 stop$491

Port of Spain2 stops$1,426

Aguadilla2 stops$409

Punta Cana2 stops$349

Santo Domingo1 stop$381

Montego Bay2 stops$451

Oranjestad2 stops$429

Nassau1 stop$451

Kingston2 stops$1,141

Simpson Bay1 stop$491

Port of Spain2 stops$1,426

Aguadilla2 stops$409

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

$260Multiple 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

$261Multiple 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

$276Multiple Airlines

Find Deal

Mon, Dec 8 - Sun, Dec 14

12:27 pm - 12:16 amSWF-SJU

34h 49m2 stops

4:10 am - 11:37 amSJU-SWF

8h 27m1 stop

$296Multiple 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

$300Multiple 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

$301Multiple 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

$305Multiple Airlines

Find Deal

Mon, Feb 2 - Mon, Feb 9

7:33 pm - 11:59 pmSWF-SJU

27h 26m1 stop

6:00 am - 6:43 pmSJU-SWF

13h 43m1 stop

$306Multiple Airlines

Find Deal

Fri, Dec 12 - Sun, Dec 14

12:27 pm - 12:45 amSWF-SJU

11h 18m1 stop

5:00 pm - 11:37 amSJU-SWF

19h 37m2 stops

$308Multiple 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 10m.

Find deals

Cheapest flight	$117

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.

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)

$108 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 10m.

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?

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