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Stewart

$180+ Cheap flights from the Dominican Republic 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
PUJ — SWF
Mar 20 — Mar 271
Fri 3/20
Fri 3/27
1 adult, Economy
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Cheap flight deals from Dominican Republic to Stewart

Cheapest flights from Dominican Republic to Stewart
Explore the most affordable flight options available from Dominican Republic to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Sun 3/293:28 pm
STI
-
SWF
2 stops17h 29m
Multiple Airlines
Sun 4/510:29 am
SWF
-
STI
1 stop15h 20m
Multiple Airlines
Deal found 2/15$510
This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Wed 2/183:32 pm
SDQ
-
SWF
1 stop21h 00m
Multiple Airlines
Fri 2/2011:04 am
SWF
-
SDQ
2 stops13h 46m
Multiple Airlines
Deal found 2/15$610
This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Sat 6/202:52 pm
STI
-
SWF
1 stop18h 46m
Multiple Airlines
Sun 6/2810:28 am
SWF
-
STI
1 stop27h 15m
Multiple Airlines
Deal found 2/15$1,123

Find flight deals from Dominican Republic to Stewart

Keep the following information in mind while searching for Dominican Republic to Stewart flight deals. Data was last updated February 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$510
(Kiwi.com)

One-way from

$180
(WAYA)

Popular in

August

Cheapest in

February

Average price

$304
Provider with most accurate pricing for Punta Cana-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Punta Cana-New York (NYC) flights.
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From Dominican Republic to New Windsor Stewart
Search Deals
One-way flight from Dominican Republic to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dominican Republic 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 February 18, 2026.
Use the filters below to find and compare flights from the Dominican Republic to New Windsor that are best for you.

Fly from

Dominican Republic

Fly to

Stewart

Route

Depart

Return

Price

Santiago de los CaballerosNew Windsor

STI - SWF

STISWF

Santiago de los Caballeros

Sun 3/29

3:28 pm-8:57 am

2 stops17h 29m

New Windsor Stewart

Sun 4/5

10:29 am-1:49 am

1 stop15h 20m

$510

Santiago de los CaballerosNew Windsor

STI - SWF

STISWF

Santiago de los Caballeros

Sat 6/20

2:52 pm-9:38 am

1 stop18h 46m

New Windsor Stewart

Sun 6/28

10:28 am-1:43 pm

1 stop27h 15m

$1,123

Santiago de los CaballerosNew Windsor

STI - SWF

STISWF

Santiago de los Caballeros

Wed 3/4

4:40 pm-9:19 am

1 stop17h 39m

$197

Santo DomingoNew Windsor

SDQ - SWF

SDQSWF

Santo Domingo Las Americas

Wed 3/18

2:20 pm-9:39 am

1 stop19h 19m

$202

Santiago de los CaballerosNew Windsor

STI - SWF

STISWF

Santiago de los Caballeros

Wed 3/11

3:41 pm-9:19 am

1 stop17h 38m

$204

Santiago de los CaballerosNew Windsor

STI - SWF

STISWF

Santiago de los Caballeros

Sat 4/25

3:27 pm-10:55 am

1 stop19h 28m

$204

Santo DomingoNew Windsor

SDQ - SWF

SDQSWF

Santo Domingo Las Americas

Wed 5/27

3:44 pm-9:38 am

1 stop17h 54m

$204

Punta CanaNew Windsor

PUJ - SWF

PUJSWF

Punta Cana

Wed 3/4

5:47 pm-9:19 am

1 stop16h 32m

$208

Santiago de los CaballerosNew Windsor

STI - SWF

STISWF

Santiago de los Caballeros

Wed 3/18

2:46 am-9:39 am

1 stop6h 53m

$209

Santiago de los CaballerosNew Windsor

STI - SWF

STISWF

Santiago de los Caballeros

Sat 3/21

2:46 am-9:39 am

1 stop6h 53m

$211

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

Showing 1-10 of 32 results
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Best time to book a flight from Dominican Republic to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Dominican Republic 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.

Cheapflights Insights

Everything you need to know about your flight from the Dominican Republic to New Windsor

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

Currently, October is the cheapest month in which you can book a flight from Dominican Republic to New Windsor (average of $144). Flying from Dominican Republic to New Windsor in May is currently the most expensive (average of $191). 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 Dominican Republic 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 Dominican Republic?

    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 Dominican Republic.

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

    The most popular flight routes from Dominican Republic to New Windsor are Puerto Plata La Union - New Windsor Stewart, Punta Cana - New Windsor Stewart and Santo Domingo Las Americas - New Windsor Stewart.

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

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

  • How can I find direct flights from Dominican Republic to Stewart?

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

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

    Yes. Cheapflights offers flight deals from Dominican Republic 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 Dominican Republic to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Dominican Republic to New Windsor (average of $144). Flying from Dominican Republic to New Windsor in May is currently the most expensive (average of $191). 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 New Windsor?

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

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