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Dominican Republic

$218+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PUJ
Aug 7 — Aug 141
Fri 8/7
Fri 8/14
1 adult, Economy
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Cheap 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 July 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/2810:56 am
SWF
-
PUJ
1 stop9h 29m
Multiple Airlines
Tue 9/19:25 am
PUJ
-
SWF
2 stops26h 00m
Multiple Airlines
Deal found 7/7$433
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 9/1111:06 am
SWF
-
PUJ
1 stop9h 19m
Multiple Airlines
Sun 9/1311:35 am
PUJ
-
SWF
1 stop22h 56m
Multiple Airlines
Deal found 7/7$449
This Kiwi.com deal was found by Cheapflights users on 7/4. 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 9/2511:06 am
SWF
-
PUJ
1 stop9h 19m
Multiple Airlines
Sun 9/2711:35 am
PUJ
-
SWF
1 stop22h 56m
Multiple Airlines
Deal found 7/4$461
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 8/245:39 pm
SWF
-
PUJ
1 stop23h 01m
Multiple Airlines
Sat 8/296:25 pm
PUJ
-
SWF
2 stops24h 16m
Multiple Airlines
Deal found 7/5$465
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 9/712:16 pm
SWF
-
PUJ
1 stop28h 24m
Multiple Airlines
Sun 9/1311:35 am
PUJ
-
SWF
1 stop22h 56m
Multiple Airlines
Deal found 7/6$466
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 10/1412:39 pm
SWF
-
PUJ
2 stops20h 15m
Multiple Airlines
Sun 10/1811:35 am
PUJ
-
SWF
1 stop30h 36m
Multiple Airlines
Deal found 7/3$531
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 10/99:40 am
SWF
-
PUJ
1 stop10h 45m
Multiple Airlines
Fri 10/161:10 pm
PUJ
-
SWF
1 stop6h 48m
Multiple Airlines
Deal found 7/8$540
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 8/1610:28 am
SWF
-
PUJ
2 stops47h 56m
Multiple Airlines
Sun 8/2311:35 am
PUJ
-
SWF
1 stop29h 14m
Multiple Airlines
Deal found 7/3$544

Find 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 July 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$433
(Kiwi.com)

One-way from

$218
(Kiwi.com)

Popular in

July

Cheapest in

September

Average price

$588
Provider with most accurate pricing for New York (NYC)-Punta Cana flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Punta Cana flights.
Search Deals
From New Windsor Stewart to Dominican Republic
Search Deals
One-way flight from New Windsor Stewart to Dominican Republic
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($93 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 July 8, 2026.
Use the filters below to find and compare flights from New Windsor to the Dominican Republic that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 8/28

10:56 am-8:25 pm

1 stop9h 29m

Punta Cana

Tue 9/1

9:25 am-11:25 am

2 stops26h 00m

$433
Quickest round-trip

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 9/11

11:06 am-8:25 pm

1 stop9h 19m

Punta Cana

Sun 9/13

11:35 am-10:31 am

1 stop22h 56m

$449

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Mon 8/24

5:39 pm-4:40 pm

1 stop23h 01m

Punta Cana

Sat 8/29

6:25 pm-6:41 pm

2 stops24h 16m

$465

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Mon 9/7

12:16 pm-4:40 pm

1 stop28h 24m

Punta Cana

Sun 9/13

11:35 am-10:31 am

1 stop22h 56m

$466

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Wed 10/14

12:39 pm-8:54 am

2 stops20h 15m

Punta Cana

Sun 10/18

11:35 am-6:11 pm

1 stop30h 36m

$531

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Sun 8/16

10:28 am-10:24 am

2 stops47h 56m

Punta Cana

Sun 8/23

11:35 am-4:49 pm

1 stop29h 14m

$544

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 9/4

10:36 am-8:25 pm

1 stop9h 49m

Punta Cana

Sun 9/6

11:35 am-11:26 am

1 stop23h 51m

$580

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Sat 12/5

12:39 pm-9:54 am

2 stops20h 15m

Punta Cana

Sun 12/13

11:35 am-10:13 am

1 stop23h 38m

$595
Cheapest one-way

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Sun 10/18

11:53 am-6:49 pm

2 stops30h 56m

$234

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Sun 10/4

11:48 am-6:49 pm

2 stops31h 01m

$236

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/4

Showing 1-10 of 38 resultsSorted by cheapest first
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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
No data available for this route at this time. Please check back soon.

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 - Punta Cana, New Windsor Stewart - Santiago de los Caballeros or New Windsor Stewart - Santo Domingo Las Americas 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.

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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