$198+ Cheap flights from New Windsor (SWF) to the Dominican Republic
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PUJ
Oct 10 — Oct 171
Round-trip
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
Best
Last-minute
One-way
Cheapest flights from Stewart to Dominican RepublicExplore 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 10, 2026.
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 10, 2026.
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.
Wed 9/3012:39 pm -
2 stops20h 15m
Sun 10/412:35 pm -
1 stop29h 48m
Deal found 9/9![Multiple Airlines logo]()
$614
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Fri 11/2011:29 am -
1 stop7h 56m
Sun 11/2211:35 am -
1 stop24h 04m
Deal found 9/6![Multiple Airlines logo]()
$625
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 9/2511:06 am -
1 stop9h 19m
Fri 10/21:59 pm -
2 stops44h 59m
Deal found 9/9![Multiple Airlines logo]()
$627
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/1111:06 am -
1 stop9h 19m
Fri 9/181:10 pm -
2 stops22h 29m
Deal found 9/8![Multiple Airlines logo]()
$691
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 -
1 stop10h 45m
Fri 10/161:10 pm -
1 stop6h 48m
Deal found 9/8![Multiple Airlines logo]()
$711
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 9/2511:06 am -
1 stop9h 19m
Wed 9/301:59 pm -
2 stops20h 17m
Deal found 9/9![Multiple Airlines logo]()
$713
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Fri 9/1811:06 am -
1 stop9h 19m
Wed 9/231:59 pm -
2 stops20h 17m
Deal found 9/6![Multiple Airlines logo]()
$721
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Thu 12/2411:06 am -
1 stop30h 58m
Wed 12/308:19 pm -
1 stop15h 07m
Deal found 9/5![Multiple Airlines logo]()
$942
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Thu 12/2411:06 am -
1 stop30h 58m
Tue 12/298:19 pm -
2 stops16h 20m
Deal found 9/8![Multiple Airlines logo]()
$952
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sat 12/1912:39 pm -
2 stops24h 37m
Sat 12/268:19 pm -
1 stop15h 07m
Deal found 9/8![Multiple Airlines logo]()
$954
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Mon 12/2112:16 pm -
2 stops25h 00m
Sat 12/268:19 pm -
1 stop15h 07m
Deal found 9/8![Multiple Airlines logo]()
$980
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sat 12/1912:39 pm -
2 stops24h 37m
Wed 12/308:19 pm -
1 stop15h 07m
Deal found 9/8![Multiple Airlines logo]()
$990
Best flights from Stewart to Dominican RepublicDiscover carefully curated flight deals from Stewart to Dominican Republic that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from Stewart to Dominican Republic that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
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.
Wed 9/3012:39 pm -
2 stops20h 15m
Sun 10/412:35 pm -
1 stop29h 48m
Deal found 9/9![Multiple Airlines logo]()
$614
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Fri 11/2011:29 am -
1 stop7h 56m
Sun 11/2211:35 am -
1 stop24h 04m
Deal found 9/6![Multiple Airlines logo]()
$625
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 9/2511:06 am -
1 stop9h 19m
Fri 10/21:10 pm -
1 stop6h 48m
Deal found 9/9![Multiple Airlines logo]()
$697
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 -
1 stop10h 45m
Fri 10/161:10 pm -
1 stop6h 48m
Deal found 9/8![Multiple Airlines logo]()
$711
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 9/2511:06 am -
1 stop9h 19m
Wed 9/301:59 pm -
2 stops20h 17m
Deal found 9/9![Multiple Airlines logo]()
$713
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Fri 9/1811:06 am -
1 stop9h 19m
Wed 9/231:59 pm -
2 stops20h 17m
Deal found 9/6![Multiple Airlines logo]()
$721
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 10/127:01 pm -
1 stop21h 39m
Fri 10/161:10 pm -
1 stop6h 48m
Deal found 9/5![Multiple Airlines logo]()
$724
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 9/2511:06 am -
1 stop9h 19m
Tue 9/291:55 pm -
2 stops43h 43m
Deal found 9/9![Multiple Airlines logo]()
$745
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/2511:06 am -
1 stop9h 19m
Sun 10/412:35 pm -
1 stop29h 48m
Deal found 9/8![Multiple Airlines logo]()
$790
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Thu 12/2411:06 am -
1 stop30h 58m
Wed 12/308:19 pm -
1 stop15h 07m
Deal found 9/5![Multiple Airlines logo]()
$942
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Wed 12/237:46 pm -
1 stop22h 18m
Wed 12/308:19 pm -
1 stop15h 07m
Deal found 9/5![Multiple Airlines logo]()
$1,001
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.
Mon 12/218:50 pm -
1 stop21h 14m
Mon 12/288:19 pm -
1 stop24h 26m
Deal found 9/9![Multiple Airlines logo]()
$1,002
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Tue 12/228:25 pm -
1 stop21h 39m
Wed 12/308:19 pm -
1 stop15h 07m
Deal found 9/7![Multiple Airlines logo]()
$1,006
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Mon 12/2112:16 pm -
2 stops25h 00m
Wed 12/308:19 pm -
1 stop15h 07m
Deal found 9/8![Multiple Airlines logo]()
$1,016
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Tue 12/228:25 pm -
1 stop21h 39m
Sat 12/268:19 pm -
1 stop15h 07m
Deal found 9/8![Multiple Airlines logo]()
$1,026
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Thu 12/2411:06 am -
1 stop30h 58m
Sun 1/38:19 pm -
2 stops16h 17m
Deal found 9/7![Multiple Airlines logo]()
$1,323
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Thu 12/2411:06 am -
1 stop30h 58m
Fri 1/18:19 pm -
2 stops16h 20m
Deal found 9/7![Multiple Airlines logo]()
$1,325
Last-minute flights from Stewart to Dominican RepublicDiscover last-minute flight deals from Stewart to Dominican Republic. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Dominican Republic. Data last updated September 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/1111:06 am -
1 stop9h 19m
Fri 9/181:10 pm -
2 stops22h 29m
Deal found 9/8![Multiple Airlines logo]()
$691
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Fri 9/1811:06 am -
1 stop9h 19m
Wed 9/231:59 pm -
2 stops20h 17m
Deal found 9/6![Multiple Airlines logo]()
$721
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 9/2511:06 am -
1 stop9h 19m
Fri 10/21:59 pm -
2 stops44h 59m
Deal found 9/9![Multiple Airlines logo]()
$627
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 9/2511:06 am -
1 stop9h 19m
Wed 9/301:59 pm -
2 stops20h 17m
Deal found 9/9![Multiple Airlines logo]()
$713
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.
Wed 9/3012:39 pm -
2 stops20h 15m
Sun 10/412:35 pm -
1 stop29h 48m
Deal found 9/9![Multiple Airlines logo]()
$614
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 -
1 stop10h 45m
Fri 10/161:10 pm -
1 stop6h 48m
Deal found 9/8![Multiple Airlines logo]()
$711
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 10/127:01 pm -
1 stop21h 39m
Fri 10/161:10 pm -
1 stop6h 48m
Deal found 9/5![Multiple Airlines logo]()
$724
One-way flights from Stewart to Dominican RepublicSearch for one-way flight options from Stewart to Dominican Republic. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from Stewart to Dominican Republic. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sun 10/2511:58 am -
2 stops49h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Mon 10/267:01 pm -
1 stop21h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Sat 10/312:39 pm -
2 stops31h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Thu 11/511:00 am -
2 stops49h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Wed 12/212:39 pm -
2 stops21h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 12/411:03 am -
1 stop8h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Thu 10/2210:38 am -
2 stops48h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Thu 10/1510:18 am -
2 stops49h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$229
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.
Sat 10/3112:39 pm -
2 stops30h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$229
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.
Mon 12/711:03 am -
1 stop28h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Wed 9/3012:39 pm -
3 stops46h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$236
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.
Mon 10/267:01 pm -
3 stops45h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$243
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 September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $547 (Kiwi.com) |
One-way from | $198 (Kiwi.com) |
Popular in | August |
Cheapest in | January |
Average price | $465 |
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 7,457,451 searches. Data last updated September 10, 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
Cheapest round-trip
New WindsorPunta Cana
SWF New Windsor Stewart - PUJ Punta Cana
SWFPUJ
New Windsor Stewart
Thu 11/5
11:00 am-1:11 pm
2 stops49h 11m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$217
New WindsorSanto Domingo
SWF New Windsor Stewart - SDQ Santo Domingo Las Americas
SWFSDQ
New Windsor Stewart
Sat 10/24
12:39 pm-9:19 pm
2 stops32h 40m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$246
New WindsorPunta Cana
SWF New Windsor Stewart - PUJ Punta Cana
SWFPUJ
New Windsor Stewart
Fri 10/2
8:48 pm-12:48 pm
2 stops40h 00m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$256
New WindsorPunta Cana
SWF New Windsor Stewart - PUJ Punta Cana
SWFPUJ
New Windsor Stewart
Sat 10/31
12:39 pm-1:11 pm
3 stops24h 32m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$260
New WindsorPunta Cana
SWF New Windsor Stewart - PUJ Punta Cana
SWFPUJ
New Windsor Stewart
Sat 10/3
12:39 pm-8:54 am
2 stops20h 15m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$263
New WindsorSanto Domingo
SWF New Windsor Stewart - SDQ Santo Domingo Las Americas
SWFSDQ
New Windsor Stewart
Wed 11/11
12:39 pm-11:12 pm
3 stops33h 33m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$267
New WindsorPunta Cana
SWF New Windsor Stewart - PUJ Punta Cana
SWFPUJ
New Windsor Stewart
Sat 10/31
12:39 pm-9:54 am
2 stops21h 15m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$276
New WindsorSanto Domingo
SWF New Windsor Stewart - SDQ Santo Domingo Las Americas
SWFSDQ
New Windsor Stewart
Wed 11/4
12:39 pm-11:12 pm
3 stops33h 33m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$283
New WindsorPunta Cana
SWF New Windsor Stewart - PUJ Punta Cana
SWFPUJ
New Windsor Stewart
Thu 10/1
10:28 am-2:16 am
3 stops39h 48m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$295
New WindsorSanto Domingo
SWF New Windsor Stewart - SDQ Santo Domingo Las Americas
SWFSDQ
New Windsor Stewart
Mon 10/5
7:13 pm-4:29 pm
3 stops45h 16m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$303
Showing 1-10 of 47 resultsSorted by cheapest first
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.
SWF-PUJ
SWF-SDQ
SWF-STI
SWF-POP
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
SWF-DO0
SWF-PUJ
SWF-SDQ
SWF-STI
SWF-POP
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.
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
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Top regions