$154 Find Cheap Flights from New Windsor to Caribbean Islands

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 Islands departing on 10/17. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Windsor to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Windsor to Caribbean Islands, as well as popular online travel agencies
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Cheap Flights from New Windsor to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$420
Santo Domingo
Santo Domingo1 stop$333
Montego Bay
Montego Bay2 stops$373
Nassau
Nassau1 stop$456
Kingston
Kingston1 stop$442
Port of Spain
Port of Spain2 stops$1,410
Aguadilla
Aguadilla1 stop$410
Punta Cana
Punta Cana2 stops$420
Santo Domingo
Santo Domingo1 stop$333
Montego Bay
Montego Bay2 stops$373
Nassau
Nassau1 stop$456
Kingston
Kingston1 stop$442
Port of Spain
Port of Spain2 stops$1,410
Aguadilla
Aguadilla1 stop$410

Book Cheap New Windsor to Caribbean Islands 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 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.

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

Fri, Oct 17 - Sun, Oct 26
Multiple Airlines Logo
11:31 am - 2:54 pmSWF-SDQ
27h 23m1 stop
Multiple Airlines Logo
3:54 pm - 2:11 pmSDQ-SWF
22h 17m1 stop
$333Multiple Airlines
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Fri, Oct 24 - Sun, Nov 2
Multiple Airlines Logo
11:31 am - 2:54 pmSWF-SDQ
27h 23m1 stop
Multiple Airlines Logo
4:54 pm - 11:11 amSDQ-SWF
19h 17m1 stop
$339Multiple Airlines
Find Deal
Fri, Oct 3 - Sun, Oct 5
Multiple Airlines Logo
12:11 pm - 10:17 amSWF-MBJ
23h 06m2 stops
Multiple Airlines Logo
12:09 pm - 10:11 amMBJ-SWF
21h 02m1 stop
$373Multiple Airlines
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Fri, Oct 17 - Thu, Oct 23
Multiple Airlines Logo
11:31 am - 11:00 amSWF-MBJ
24h 29m1 stop
Multiple Airlines Logo
12:09 pm - 10:41 amMBJ-SWF
21h 32m1 stop
$374Multiple Airlines
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Fri, Oct 10 - Thu, Oct 16
Multiple Airlines Logo
11:41 am - 10:38 amSWF-STI
22h 57m1 stop
Multiple Airlines Logo
11:43 am - 10:41 amSTI-SWF
22h 58m1 stop
$379Multiple Airlines
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Sun, Sep 28 - Sun, Oct 5
Multiple Airlines Logo
11:43 am - 4:00 pmSWF-SDQ
28h 17m2 stops
Multiple Airlines Logo
3:54 pm - 10:11 amSDQ-SWF
18h 17m1 stop
$384Multiple Airlines
Find Deal
Sun, Sep 28 - Sun, Oct 5
Multiple Airlines Logo
11:43 am - 4:00 pmSWF-SDQ
28h 17m2 stops
Multiple Airlines Logo
3:54 pm - 10:11 amSDQ-SWF
18h 17m1 stop
$390Multiple Airlines
Find Deal
Sun, Sep 28 - Sun, Oct 5
Multiple Airlines Logo
11:43 am - 11:05 amSWF-MBJ
24h 22m2 stops
Multiple Airlines Logo
12:09 pm - 10:11 amMBJ-SWF
21h 02m1 stop
$399Multiple Airlines
Find Deal
Thu, Sep 25 - Sat, Sep 27
Multiple Airlines Logo
11:43 am - 2:27 amSWF-BQN
14h 44m1 stop
Multiple Airlines Logo
3:32 am - 11:03 amBQN-SWF
7h 31m1 stop
$410Multiple Airlines
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Thu, Oct 30 - Thu, Nov 6
Multiple Airlines Logo
11:43 am - 3:00 pmSWF-PUJ
27h 17m2 stops
Multiple Airlines Logo
1:21 pm - 10:41 amPUJ-SWF
22h 20m1 stop
$420Multiple Airlines
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Booking Insights

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?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $215, prices are generally cheapest when you fly direct.

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Good to know

Cheapest flight$154
Flight from Stewart Intl. to Santo Domingo

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?

    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

Information on your arrival and departure airports

Stewart Intl. (SWF)

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