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Dominican Republic

$154+ Cheap flights from New Windsor (SWF) to the Dominican Republic

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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PUJ
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Stewart to Dominican Republic

Keep the following information in mind while searching for Stewart to Dominican Republic flight deals. Data was last updated September 11, 2025.

Round-trip from

$337
(Kiwi.com)

One-way from

$154
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$384
From New Windsor Stewart to Dominican Republic
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One-way flight from New Windsor Stewart to Dominican Republic
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Highest demand for flights based on searches. 6% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Stewart to Dominican Republic

Cheapest flights from Stewart to Dominican Republic
Explore the most affordable flight options available from Stewart to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/312:11 pmSWF - SDQ
1 stop26h 31mMultiple Airlines
Sun 10/53:54 pmSDQ - SWF
1 stop18h 17mMultiple Airlines
Deal found 9/9$335
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/1711:31 amSWF - SDQ
1 stop27h 23mMultiple Airlines
Sun 10/263:54 pmSDQ - SWF
1 stop22h 17mMultiple Airlines
Deal found 9/11$337
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/2411:31 amSWF - PUJ
1 stop27h 18mMultiple Airlines
Thu 10/303:57 pmPUJ - SWF
1 stop18h 44mMultiple Airlines
Deal found 9/9$337
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/2411:31 amSWF - SDQ
1 stop27h 23mMultiple Airlines
Sun 11/24:54 pmSDQ - SWF
1 stop19h 17mMultiple Airlines
Deal found 9/9$339
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/312:11 pmSWF - PUJ
2 stops23h 04mMultiple Airlines
Thu 10/93:57 pmPUJ - SWF
1 stop18h 54mMultiple Airlines
Deal found 9/10$341
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/711:31 amSWF - PUJ
1 stop23h 45mMultiple Airlines
Sun 11/161:21 pmPUJ - SWF
1 stop22h 50mMultiple Airlines
Deal found 9/9$362
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/2111:43 amSWF - SDQ
2 stops28h 17mMultiple Airlines
Thu 10/25:05 pmSDQ - SWF
1 stop18h 16mMultiple Airlines
Deal found 9/9$407
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/2411:31 amSWF - PUJ
1 stop27h 18mMultiple Airlines
Fri 10/313:57 pmPUJ - SWF
2 stops45h 48mMultiple Airlines
Deal found 9/9$461
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/265:45 pmSWF - SDQ
2 stops22h 22mMultiple Airlines
Sun 11/24:54 pmSDQ - SWF
1 stop19h 17mMultiple Airlines
Deal found 9/11$463
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/265:45 pmSWF - PUJ
2 stops21h 15mMultiple Airlines
Sun 11/24:57 pmPUJ - SWF
1 stop19h 14mMultiple Airlines
Deal found 9/10$466
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/911:43 amSWF - PUJ
2 stops24h 53mMultiple Airlines
Thu 10/163:57 pmPUJ - SWF
1 stop18h 44mMultiple Airlines
Deal found 9/9$472
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/711:31 amSWF - SDQ
2 stops22h 27mMultiple Airlines
Sun 11/166:55 pmSDQ - SWF
1 stop17h 16mMultiple Airlines
Deal found 9/10$477

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Dominican Republic 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 September 11, 2025.
Use the filters below to find and compare flights from New Windsor to the Dominican Republic that are best for you.

Fly from

Stewart

Fly to

Dominican Republic

Route

Depart

Return

Price

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Fri 10/3

12:11 pm-2:42 pm

1 stop26h 31m

Santo Domingo Las Americas

Sun 10/5

3:54 pm-10:11 am

1 stop18h 17m

$335

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Fri 10/17

11:31 am-2:54 pm

1 stop27h 23m

Santo Domingo Las Americas

Sun 10/26

3:54 pm-2:11 pm

1 stop22h 17m

$337

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 10/24

11:31 am-2:49 pm

1 stop27h 18m

Punta Cana

Thu 10/30

3:57 pm-10:41 am

1 stop18h 44m

$337

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Fri 10/24

11:31 am-2:54 pm

1 stop27h 23m

Santo Domingo Las Americas

Sun 11/2

4:54 pm-11:11 am

1 stop19h 17m

$339

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 10/3

12:11 pm-11:15 am

2 stops23h 04m

Punta Cana

Thu 10/9

3:57 pm-10:51 am

1 stop18h 54m

$341

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 11/7

11:31 am-12:16 pm

1 stop23h 45m

Punta Cana

Sun 11/16

1:21 pm-11:11 am

1 stop22h 50m

$362

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Sun 9/21

11:43 am-4:00 pm

2 stops28h 17m

Santo Domingo Las Americas

Thu 10/2

5:05 pm-11:21 am

1 stop18h 16m

$407

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 10/24

11:31 am-2:49 pm

1 stop27h 18m

Punta Cana

Fri 10/31

3:57 pm-1:45 pm

2 stops45h 48m

$461

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Sun 10/26

5:45 pm-4:07 pm

2 stops22h 22m

Santo Domingo Las Americas

Sun 11/2

4:54 pm-11:11 am

1 stop19h 17m

$463

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Sun 10/26

5:45 pm-3:00 pm

2 stops21h 15m

Punta Cana

Sun 11/2

4:57 pm-11:11 am

1 stop19h 14m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 42 results
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Best time to book a flight from Stewart to Dominican Republic

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

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

Currently, January is the cheapest month in which you can book a flight from New Windsor to Dominican Republic (average of $443). Flying from New Windsor to Dominican Republic in June is currently the most expensive (average of $591). 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.

What is the cheapest time of day to fly from SWF to DO?

Find hourly flight availability from Stewart to Dominican Republic. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to Dominican Republic as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Dominican Republic. 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 from for flights from New Windsor to Dominican Republic?

    For a flight from New Windsor to Dominican Republic, you will be flying from Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city.

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

    When deciding which route to take from New Windsor to Dominican Republic consider New Windsor Stewart - Santo Domingo Las Americas, New Windsor Stewart - Punta Cana or New Windsor Stewart - Santiago de los Caballeros as they are the most popular.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Dominican Republic (average of $443). Flying from New Windsor to Dominican Republic in June is currently the most expensive (average of $591). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Stewart to Dominican Republic

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