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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 22 — Oct 291
Wed 10/22
Wed 10/29
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 22, 2025.

Round-trip from

$333
(Kiwi.com)

One-way from

$154
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$374
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. 7% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 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 22, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/21. 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 10/1711:31 amSWF - SDQ
1 stop27h 23mMultiple Airlines
Sun 10/263:54 pmSDQ - SWF
1 stop22h 17mMultiple Airlines
Deal found 9/21$333
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 - STI
1 stop23h 07mMultiple Airlines
Thu 10/3011:43 amSTI - SWF
1 stop22h 58mMultiple Airlines
Deal found 9/22$349
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 10/312:11 pmSWF - SDQ
1 stop26h 31mMultiple Airlines
Sun 10/123:54 pmSDQ - SWF
1 stop18h 17mMultiple Airlines
Deal found 9/21$352
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:11 pmSWF - STI
1 stop22h 52mMultiple Airlines
Sun 10/511:43 amSTI - SWF
1 stop22h 28mMultiple Airlines
Deal found 9/20$427
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Wed 11/2612:17 pmSWF - STI
1 stop27h 49mMultiple Airlines
Sun 12/146:18 pmSTI - SWF
1 stop18h 19mMultiple Airlines
Deal found 9/21$429
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 9/287:12 pmSWF - SDQ
2 stops20h 48mMultiple Airlines
Thu 10/25:05 pmSDQ - SWF
1 stop18h 16mMultiple Airlines
Deal found 9/22$526
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 9/2811:43 amSWF - PUJ
2 stops23h 05mMultiple Airlines
Thu 10/23:19 pmPUJ - SWF
1 stop20h 02mMultiple Airlines
Deal found 9/22$540
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Mon 12/87:30 pmSWF - STI
2 stops20h 36mMultiple Airlines
Thu 1/156:18 pmSTI - SWF
1 stop17h 01mMultiple Airlines
Deal found 9/21$541
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 10/1011:41 amSWF - PUJ
1 stop27h 08mMultiple Airlines
Sun 10/123:57 pmPUJ - SWF
1 stop18h 14mMultiple Airlines
Deal found 9/21$584
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 9/2511:43 amSWF - PUJ
2 stops23h 32mMultiple Airlines
Sat 9/2712:36 pmPUJ - SWF
1 stop22h 27mMultiple Airlines
Deal found 9/21$632
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 11/2111:12 amSWF - STI
1 stop28h 54mMultiple Airlines
Tue 11/256:18 pmSTI - SWF
1 stop18h 09mMultiple Airlines
Deal found 9/21$634
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2911:37 amSWF - STI
1 stop28h 29mMultiple Airlines
Sun 1/186:18 pmSTI - SWF
1 stop17h 01mMultiple Airlines
Deal found 9/20$667

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 22, 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 10/17

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

$333

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 10/24

11:31 am-10:38 am

1 stop23h 07m

Santiago de los Caballeros

Thu 10/30

11:43 am-10:41 am

1 stop22h 58m

$349

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 10/12

3:54 pm-10:11 am

1 stop18h 17m

$352

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 10/3

12:11 pm-11:03 am

1 stop22h 52m

Santiago de los Caballeros

Sun 10/5

11:43 am-10:11 am

1 stop22h 28m

$427

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Wed 11/26

12:17 pm-5:06 pm

1 stop27h 49m

Santiago de los Caballeros

Sun 12/14

6:18 pm-11:37 am

1 stop18h 19m

$429

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 3/6

11:02 am-8:25 pm

1 stop8h 23m

Punta Cana

Sun 3/15

11:35 am-9:02 am

1 stop21h 27m

$496

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Sun 9/28

7:12 pm-4:00 pm

2 stops20h 48m

Santo Domingo Las Americas

Thu 10/2

5:05 pm-11:21 am

1 stop18h 16m

$526

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Mon 12/8

7:30 pm-5:06 pm

2 stops20h 36m

Santiago de los Caballeros

Thu 1/15

6:18 pm-10:19 am

1 stop17h 01m

$541

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 10/10

11:41 am-2:49 pm

1 stop27h 08m

Punta Cana

Sun 10/12

3:57 pm-10:11 am

1 stop18h 14m

$584

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Fri 12/19

6:56 pm-3:06 am

1 stop7h 10m

Santo Domingo Las Americas

Thu 12/25

4:44 am-11:07 am

1 stop7h 23m

$716

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/20

Showing 1-10 of 48 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 22, 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 - Santiago de los Caballeros, New Windsor Stewart - Santo Domingo Las Americas or New Windsor Stewart - Punta Cana 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

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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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