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Stewart

$107+ Cheap flights from Caribbean 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SWF
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
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Cheap flight deals from Caribbean to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean (0CB) 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 December 22, 2024.

Round-trip from

$462
(eDestinos)

One-way from

$107
(Mytrip)
From Caribbean to New Windsor Stewart
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One-way flight from Caribbean to New Windsor Stewart
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Find flight deals from Caribbean to Stewart

Cheapest flights from Caribbean to Stewart
Explore the most affordable flight options available from Caribbean to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
Fri 12/2710:14 amKIN - SWF
1 stop7h 23mMultiple Airlines
Fri 1/36:27 pmSWF - KIN
1 stop14h 42mMultiple Airlines
Deal found 12/21$437
This Mytrip deal was found by Cheapflights users on 12/20. 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.
Mon 12/232:32 amSJU - SWF
1 stop9h 28mMultiple Airlines
Tue 12/3111:40 amSWF - SJU
1 stop12h 45mMultiple Airlines
Deal found 12/20$445
This eDestinos deal was found by Cheapflights users on 12/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/266:46 pmSDQ - SWF
1 stop23h 51mMultiple Airlines
Fri 1/172:10 pmSWF - SDQ
1 stop24h 28mMultiple Airlines
Deal found 12/21$462
This Kiwi.com deal was found by Cheapflights users on 12/19. 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.
Mon 12/232:45 pmMBJ - SWF
1 stop20h 15mMultiple Airlines
Fri 1/36:27 pmSWF - MBJ
1 stop19h 03mMultiple Airlines
Deal found 12/19$475
This Mytrip deal was found by Cheapflights users on 12/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2710:54 amSTI - SWF
1 stop7h 43mMultiple Airlines
Wed 1/17:30 pmSWF - STI
3 stops37h 29mMultiple Airlines
Deal found 12/21$1,025

Find flights from Caribbean to Stewart within your budget

Customize your flight search to find flights from Caribbean 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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Santo DomingoNew Windsor

SDQ - SWF

SDQSWF

Santo Domingo Las Americas

Sun 1/19

6:19 pm-11:20 am

2 stops18h 01m

New Windsor Stewart

Sun 1/26

6:44 pm-12:55 pm

1 stop17h 11m

$497

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Mon 1/20

10:16 am-6:50 pm

1 stop9h 34m

New Windsor Stewart

Fri 1/24

7:40 pm-11:18 am

1 stop14h 38m

$602

Punta CanaNew Windsor

PUJ - SWF

PUJSWF

Punta Cana

Wed 1/1

4:50 pm-5:50 pm

2 stops26h 00m

New Windsor Stewart

Fri 1/3

6:27 pm-3:55 pm

1 stop20h 28m

$747

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Sun 2/9

10:09 pm-1:20 pm

1 stop16h 11m

$107

Punta CanaNew Windsor

PUJ - SWF

PUJSWF

Punta Cana

Thu 2/13

4:48 pm-5:39 pm

1 stop25h 51m

$176

Santo DomingoNew Windsor

SDQ - SWF

SDQSWF

Santo Domingo Las Americas

Thu 1/30

6:19 pm-1:20 pm

1 stop20h 01m

$212

Santiago de los CaballerosNew Windsor

STI - SWF

STISWF

Santiago de los Caballeros

Thu 1/30

1:04 pm-1:20 pm

1 stop25h 16m

$243

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Thu 4/10

3:05 pm-11:00 am

1 stop18h 55m

$249

KingstonNew Windsor

KIN - SWF

KINSWF

Kingston Norman Manley

Sun 1/12

2:38 pm-1:20 pm

1 stop22h 42m

$260

Simpson BayNew Windsor

SXM - SWF

SXMSWF

Simpson Bay Princess Juliana

Sat 1/25

3:25 pm-6:04 pm

3 stops27h 39m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 13 results
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Best time to book a flight from Caribbean to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Caribbean 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 to Stewart

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

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

Currently, October is the cheapest month in which you can book a flight from Caribbean to New Windsor (average of $109). Flying from Caribbean to New Windsor in August is currently the most expensive (average of $224). 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 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?

    Located just 4.3 mi from the city center, New Windsor Stewart (SWF) is the airport most travelers will use when flying to New Windsor from Caribbean.

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

    Most travelers choose San Juan Luis Munoz Marin Intl - New Windsor Stewart, Santo Domingo Las Americas - New Windsor Stewart or Castries Hewanorra - New Windsor Stewart when deciding on the best route from Caribbean to New Windsor.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean 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 to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Caribbean to New Windsor (average of $109). Flying from Caribbean to New Windsor in August is currently the most expensive (average of $224). 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

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See prices for flight routes from nearby airports that may be better suited for you.
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