$108 Find Cheap Flights from Caribbean to New Windsor

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to New Windsor departing on 12/28. 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

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Everything you should know

Cheapest round-trip
$241
Multiple Airlines
Thu 12/4Mon 12/8
SJU - SWF • 1 stop
Cheapest one-way
$108
Multiple Airlines
Sun 12/28
SJU - SWF • 1 stop
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Flight Deals
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Flight Deals

Cheap Flights from Caribbean to New Windsor

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to New Windsor 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 Caribbean to New Windsor

Thu, Dec 4 - Mon, Dec 8
Multiple Airlines Logo
4:10 am - 11:37 amSJU-SWF
8h 27m1 stop
Multiple Airlines Logo
12:27 pm - 12:45 amSWF-SJU
11h 18m1 stop
$241Multiple Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
Multiple Airlines Logo
5:00 pm - 11:37 amSJU-SWF
19h 37m2 stops
Multiple Airlines Logo
12:27 pm - 12:45 amSWF-SJU
11h 18m1 stop
$261Multiple Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
11:38 am - 11:37 amSJU-SWF
24h 59m2 stops
Multiple Airlines Logo
12:27 pm - 12:45 amSWF-SJU
11h 18m1 stop
$273Multiple Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
4:10 am - 11:37 amSJU-SWF
8h 27m1 stop
Multiple Airlines Logo
12:27 pm - 12:45 amSWF-SJU
11h 18m1 stop
$312Multiple Airlines
Find Deal
Mon, Nov 24 - Thu, Nov 27
Multiple Airlines Logo
10:22 pm - 8:53 amSJU-SWF
11h 31m1 stop
Multiple Airlines Logo
11:43 am - 9:12 pmSWF-SJU
8h 29m1 stop
$324Multiple Airlines
Find Deal
Thu, Dec 25 - Mon, Jan 5
Multiple Airlines Logo
3:59 am - 11:07 amSDQ-SWF
8h 08m1 stop
Multiple Airlines Logo
11:37 am - 2:54 amSWF-SDQ
14h 17m1 stop
$386Multiple Airlines
Find Deal
Thu, Dec 25 - Fri, Jan 2
Multiple Airlines Logo
4:10 am - 11:07 amSJU-SWF
7h 57m1 stop
Multiple Airlines Logo
11:57 am - 10:05 pmSWF-SJU
9h 08m1 stop
$388Multiple Airlines
Find Deal
Mon, Dec 22 - Mon, Jan 5
Multiple Airlines Logo
8:20 am - 6:20 pmSDQ-SWF
11h 00m1 stop
Multiple Airlines Logo
11:37 am - 2:54 amSWF-SDQ
14h 17m1 stop
$390Multiple Airlines
Find Deal
Sun, Dec 28 - Mon, Jan 5
Multiple Airlines Logo
3:59 am - 10:47 amSDQ-SWF
7h 48m1 stop
Multiple Airlines Logo
11:37 am - 2:54 amSWF-SDQ
14h 17m1 stop
$395Multiple Airlines
Find Deal
Sun, Dec 28 - Mon, Jan 5
Multiple Airlines Logo
4:10 am - 10:47 amSJU-SWF
7h 37m1 stop
Multiple Airlines Logo
11:37 am - 10:05 pmSWF-SJU
9h 28m1 stop
$398Multiple Airlines
Find Deal
Useful Info

FAQs for booking flights from Caribbean to Stewart Intl.

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

    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 Caribbean to Stewart Intl..

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

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

    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 to Stewart Intl. with an airline and back to Caribbean with another airline.

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

    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 to Stewart Intl. from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston
Woodstock

Everything you need to know for your flight to New Windsor

Information on the airport you'll fly into in New Windsor

Stewart Intl. (SWF)