HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Dominican Republic

$150+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PUJ
May 4 — May 111
Mon 5/4
Mon 5/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stewart to Dominican Republic with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Thu 4/911:45 am
SWF
-
SDQ
1 stop25h 30m
Multiple Airlines
Wed 4/152:35 pm
SDQ
-
SWF
1 stop20h 20m
Multiple Airlines
Deal found 4/3$350
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 4/1911:45 am
SWF
-
PUJ
1 stop27h 04m
Multiple Airlines
Sun 4/2611:35 am
PUJ
-
SWF
1 stop23h 15m
Multiple Airlines
Deal found 4/3$411
This Kiwi.com deal was found by Cheapflights users on 4/2. 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 5/111:40 am
SWF
-
PUJ
1 stop8h 45m
Multiple Airlines
Fri 5/89:29 pm
PUJ
-
SWF
2 stops35h 29m
Multiple Airlines
Deal found 4/2$447
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 4/1911:45 am
SWF
-
PUJ
1 stop27h 04m
Multiple Airlines
Wed 4/229:13 pm
PUJ
-
SWF
2 stops13h 55m
Multiple Airlines
Deal found 4/3$451
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 4/2411:40 am
SWF
-
PUJ
1 stop8h 45m
Multiple Airlines
Sun 4/2611:35 am
PUJ
-
SWF
1 stop23h 15m
Multiple Airlines
Deal found 4/4$453
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 5/111:40 am
SWF
-
PUJ
1 stop8h 45m
Multiple Airlines
Sun 5/311:35 am
PUJ
-
SWF
1 stop23h 15m
Multiple Airlines
Deal found 4/1$455
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 4/2611:45 am
SWF
-
PUJ
1 stop27h 04m
Multiple Airlines
Wed 4/299:13 pm
PUJ
-
SWF
2 stops13h 55m
Multiple Airlines
Deal found 4/3$463
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Mon 8/245:11 pm
SWF
-
PUJ
1 stop23h 29m
Multiple Airlines
Sat 8/295:30 pm
PUJ
-
SWF
1 stop15h 28m
Multiple Airlines
Deal found 4/3$474
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/310:00 am
SWF
-
SDQ
2 stops15h 38m
Multiple Airlines
Wed 4/152:35 pm
SDQ
-
SWF
1 stop20h 20m
Multiple Airlines
Deal found 3/31$500
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 6/1810:28 am
SWF
-
SDQ
1 stop26h 51m
Multiple Airlines
Fri 6/262:24 pm
SDQ
-
SWF
2 stops28h 46m
Multiple Airlines
Deal found 3/31$541
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Thu 6/1810:28 am
SWF
-
STI
1 stop27h 22m
Multiple Airlines
Sat 6/272:46 pm
STI
-
SWF
1 stop18h 52m
Multiple Airlines
Deal found 4/3$564
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 4/411:45 am
SWF
-
SDQ
2 stops13h 53m
Multiple Airlines
Wed 4/82:52 am
SDQ
-
SWF
1 stop8h 03m
Multiple Airlines
Deal found 4/1$580

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 April 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$411
(Kiwi.com)

One-way from

$150
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$520
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. 2% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 4, 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 WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Thu 4/9

11:45 am-1:15 pm

1 stop25h 30m

Santo Domingo Las Americas

Wed 4/15

2:35 pm-10:55 am

1 stop20h 20m

$350

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Sun 4/19

11:45 am-2:49 pm

1 stop27h 04m

Punta Cana

Sun 4/26

11:35 am-10:50 am

1 stop23h 15m

$411

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 5/1

11:40 am-8:25 pm

1 stop8h 45m

Punta Cana

Fri 5/8

9:29 pm-8:58 am

2 stops35h 29m

$447

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 4/24

11:40 am-8:25 pm

1 stop8h 45m

Punta Cana

Sun 4/26

11:35 am-10:50 am

1 stop23h 15m

$453

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Fri 5/1

11:40 am-8:25 pm

1 stop8h 45m

Punta Cana

Sun 5/3

11:35 am-10:50 am

1 stop23h 15m

$455

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Sun 4/26

11:45 am-2:49 pm

1 stop27h 04m

Punta Cana

Wed 4/29

9:13 pm-11:08 am

2 stops13h 55m

$463

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Sun 4/19

11:45 am-2:49 pm

1 stop27h 04m

Punta Cana

Wed 4/22

9:13 pm-11:08 am

2 stops13h 55m

$493

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Thu 6/18

10:28 am-1:19 pm

1 stop26h 51m

Santo Domingo Las Americas

Fri 6/26

2:24 pm-7:10 pm

2 stops28h 46m

$541

New WindsorPunta Cana

SWF - PUJ

SWFPUJ

New Windsor Stewart

Sun 5/17

9:38 am-8:19 pm

2 stops10h 41m

Punta Cana

Sun 5/24

11:35 am-8:51 am

1 stop21h 16m

$582

New WindsorSanto Domingo

SWF - SDQ

SWFSDQ

New Windsor Stewart

Sun 6/21

10:28 am-1:19 pm

1 stop26h 51m

Santo Domingo Las Americas

Sat 6/27

2:24 pm-8:58 am

2 stops18h 34m

$598

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

Showing 1-10 of 48 resultsSorted by cheapest first
1
2
3
...
5

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, March is the cheapest month in which you can book a flight from New Windsor to Dominican Republic (average of $123). Flying from New Windsor to Dominican Republic in April is currently the most expensive (average of $235). 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 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.

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

    Currently, March is the cheapest month in which you can book a flight from New Windsor to Dominican Republic (average of $123). Flying from New Windsor to Dominican Republic in April is currently the most expensive (average of $235). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Stewart to Dominican Republic

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santiago de los Caballeros flights
Newark to Santiago de los Caballeros flights
John F Kennedy Intl to Santo Domingo flights
LaGuardia to Luis Munoz Marin Intl flights
Newark to Punta Cana flights
John F Kennedy Intl to Oranjestad flights
Newark to Santo Domingo flights
Newark to Oranjestad flights
John F Kennedy Intl to Punta Cana flights
John F Kennedy Intl to Montego Bay flights
Newark to Montego Bay flights
John F Kennedy Intl to Kingston flights
LaGuardia to Punta Cana flights
LaGuardia to Santo Domingo flights
LaGuardia to Santiago de los Caballeros flights
LaGuardia to Montego Bay flights
Newark to Nassau flights
John F Kennedy Intl to Port of Spain flights
Newark to Simpson Bay flights
John F Kennedy Intl to Nassau flights
John F Kennedy Intl to St. John's flights
John F Kennedy Intl to Providenciales flights
John F Kennedy Intl to Aguadilla flights
Newark to Providenciales flights
John F Kennedy Intl to Bridgetown flights
John F Kennedy Intl to Willemstad flights
John F Kennedy Intl to St. George's flights
John F Kennedy Intl to Saint Thomas Island flights
John F Kennedy Intl to Puerto Plata flights
Newark to Kingston flights
LaGuardia to Kingston flights
LaGuardia to Nassau flights
Newark to Saint Thomas Island flights
LaGuardia to Saint Thomas Island flights
Newark to George Town flights
Newark to Port of Spain flights
LaGuardia to Aguadilla flights
Buffalo to Luis Munoz Marin Intl flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.