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Stewart

$101+ Cheap flights from Caribbean Islands to New Windsor (SWF)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SWF
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean Islands (zzEPX) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$274
(Mytrip)

One-way from

$101
(Mytrip)
From Caribbean Islands to New Windsor Stewart
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One-way flight from Caribbean Islands to New Windsor Stewart
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Find flight deals from Caribbean Islands to Stewart

Cheapest flights from Caribbean Islands to Stewart
Explore the most affordable flight options available from Caribbean Islands to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Mytrip deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/610:09 pmSJU - SWF
1 stop16h 11mMultiple Airlines
Sun 2/97:54 pmSWF - SJU
1 stop14h 24mMultiple Airlines
Deal found 1/20$274
This Mytrip deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/64:47 pmPUJ - SWF
1 stop17h 33mMultiple Airlines
Thu 3/137:54 pmSWF - PUJ
2 stops17h 25mMultiple Airlines
Deal found 1/20$462
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1012:00 pmNAS - SWF
1 stop7h 14mMultiple Airlines
Mon 4/1411:50 amSWF - NAS
1 stop7h 25mMultiple Airlines
Deal found 1/21$520
This Mytrip deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/231:04 pmSTI - SWF
2 stops23h 16mMultiple Airlines
Fri 2/286:23 pmSWF - STI
1 stop14h 41mMultiple Airlines
Deal found 1/20$724

Find flights from Caribbean Islands to Stewart within your budget

Customize your flight search to find flights from Caribbean Islands to Stewart that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Thu 2/6

10:09 pm-1:20 pm

1 stop16h 11m

New Windsor Stewart

Sun 2/9

7:54 pm-11:18 am

1 stop14h 24m

$274

NassauNew Windsor

NAS - SWF

NASSWF

Nassau Intl

Thu 4/10

12:00 pm-7:14 pm

1 stop7h 14m

New Windsor Stewart

Mon 4/14

11:50 am-7:15 pm

1 stop7h 25m

$520

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Thu 3/6

6:45 pm-9:20 am

1 stop15h 35m

$101

Punta CanaNew Windsor

PUJ - SWF

PUJSWF

Punta Cana

Thu 2/27

4:48 pm-5:33 pm

1 stop25h 45m

$185

Santo DomingoNew Windsor

SDQ - SWF

SDQSWF

Santo Domingo Las Americas

Thu 1/30

6:19 pm-1:20 pm

1 stop20h 01m

$200

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Thu 2/13

2:48 pm-5:39 pm

1 stop26h 51m

$202

Santiago de los CaballerosNew Windsor

STI - SWF

STISWF

Santiago de los Caballeros

Fri 2/14

10:59 am-5:39 pm

1 stop7h 40m

$232

NassauNew Windsor

NAS - SWF

NASSWF

Nassau Intl

Sun 3/16

4:00 pm-9:20 am

1 stop17h 20m

$276

Simpson BayNew Windsor

SXM - SWF

SXMSWF

Simpson Bay Princess Juliana

Wed 3/5

3:33 pm-7:14 pm

2 stops28h 41m

$281

George TownNew Windsor

GCM - SWF

GCMSWF

George Town Owen Roberts Intl

Mon 5/5

2:00 pm-7:16 pm

1 stop28h 16m

$355

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 11 results
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Best time to book a flight from Caribbean Islands to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Caribbean Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Caribbean Islands to Stewart

Get recent, data-driven insights about flights from Caribbean Islands to Stewart including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Caribbean Islands to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Caribbean Islands to New Windsor (average of $109). Flying from Caribbean Islands to New Windsor in August is currently the most expensive (average of $225). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to New Windsor from Caribbean Islands?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly into when you book flights from Caribbean Islands to New Windsor.

  • What are the most popular routes from Caribbean Islands to New Windsor?

    When deciding which route to take from Caribbean Islands to New Windsor consider San Juan Luis Munoz Marin Intl - New Windsor Stewart, Santo Domingo Las Americas - New Windsor Stewart or Nassau Intl - New Windsor Stewart as they are the most popular.

  • Can I find deals for flights from Caribbean Islands to Stewart that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Stewart.

  • Can I find deals for business class flights from Caribbean Islands to Stewart?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Stewart by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean Islands to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Caribbean Islands to New Windsor (average of $109). Flying from Caribbean Islands to New Windsor in August is currently the most expensive (average of $225). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Caribbean Islands?

Book flights to Caribbean Islands if you plan to visit one of these locations
Kingston

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