$151 Find Cheap Flights from Stewart Intl. to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Windsor to Caribbean departing on 8/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from New Windsor to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$519
Nassau
Nassau1 stop$460
Aguadilla
Aguadilla2 stops$519
Punta Cana
Punta Cana1 stop$519
Nassau
Nassau1 stop$460
Aguadilla
Aguadilla2 stops$519

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.

Recent round-trip flight deals from New Windsor to Caribbean

Thu, Aug 13 - Wed, Aug 19
Multiple Airlines Logo
10:28 am - 4:05 pm
SWF
-
SJU
29h 37m
1 stop
Multiple Airlines Logo
6:00 am - 12:10 pm
SJU
-
SWF
30h 10m
1 stop
$263Multiple Airlines
Thu, Aug 13 - Sat, Aug 22
Multiple Airlines Logo
10:28 am - 4:05 pm
SWF
-
SJU
29h 37m
1 stop
Multiple Airlines Logo
6:00 am - 12:10 pm
SJU
-
SWF
30h 10m
1 stop
$284Multiple Airlines
Sun, Aug 16 - Thu, Aug 27
Multiple Airlines Logo
10:28 am - 4:05 pm
SWF
-
SJU
29h 37m
1 stop
Multiple Airlines Logo
6:00 am - 6:41 pm
SJU
-
SWF
12h 41m
1 stop
$290Multiple Airlines
Sun, Aug 16 - Wed, Aug 19
Multiple Airlines Logo
10:28 am - 4:05 pm
SWF
-
SJU
29h 37m
1 stop
Multiple Airlines Logo
6:00 am - 12:10 pm
SJU
-
SWF
30h 10m
1 stop
$307Multiple Airlines
Thu, Aug 13 - Wed, Aug 19
Multiple Airlines Logo
10:28 am - 4:05 pm
SWF
-
SJU
29h 37m
1 stop
Multiple Airlines Logo
6:00 am - 12:10 pm
SJU
-
SWF
30h 10m
1 stop
$309Multiple Airlines
Sun, Aug 9 - Wed, Aug 19
Multiple Airlines Logo
10:28 am - 4:05 pm
SWF
-
SJU
29h 37m
1 stop
Multiple Airlines Logo
6:00 am - 12:10 pm
SJU
-
SWF
30h 10m
1 stop
$312Multiple Airlines
Sun, Aug 16 - Thu, Aug 27
Multiple Airlines Logo
10:28 am - 4:05 pm
SWF
-
SJU
29h 37m
1 stop
Multiple Airlines Logo
6:00 am - 6:41 pm
SJU
-
SWF
12h 41m
1 stop
$317Multiple Airlines
Sun, Aug 23 - Thu, Aug 27
Multiple Airlines Logo
1:00 pm - 3:58 pm
SWF
-
SJU
26h 58m
1 stop
Multiple Airlines Logo
6:00 am - 6:41 pm
SJU
-
SWF
12h 41m
1 stop
$318Multiple Airlines
Sat, Aug 29 - Fri, Sep 4
Breeze Airways Logo
12:05 pm - 8:55 am
SWF
-
NAS
20h 50m
2 stops
Breeze Airways Logo
9:55 am - 11:25 am
NAS
-
SWF
25h 30m
2 stops
$890Breeze Airways
Wed, Aug 26 - Fri, Sep 4
Breeze Airways Logo
12:05 pm - 8:55 am
SWF
-
NAS
20h 50m
2 stops
Breeze Airways Logo
9:55 am - 11:25 am
NAS
-
SWF
25h 30m
2 stops
$934Breeze Airways
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 Stewart Intl. to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest routes to Caribbean from Stewart Intl. are to Nassau, which takes 6h 47m, San Juan, which takes 7h 43m, and Punta Cana, which takes 7h 56m.

Find deals

Good to know

Cheapest flight$151
Flight from Stewart Intl. to San Juan

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Stewart Intl. (SWF)