HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Santiago de los Caballeros

$148+ Cheap flights from New Windsor (SWF) to Santiago de los Caballeros (STI)

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — STI
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stewart to Santiago de los Caballeros 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.

Find flight deals from Stewart to Santiago de los Caballeros

Cheapest flights from Stewart to Santiago de los Caballeros
Explore the most affordable flight options available from Stewart to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.

This Mytrip deal was found by Cheapflights users on 11/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1212:27 pmSWF - STI
1 stop13h 15mMultiple Airlines
Sun 12/143:43 amSTI - SWF
1 stop8h 54mMultiple Airlines
Deal found 11/10$320
This Mytrip deal was found by Cheapflights users on 11/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:27 pmSWF - STI
1 stop13h 15mMultiple Airlines
Thu 12/113:43 amSTI - SWF
1 stop8h 54mMultiple Airlines
Deal found 11/12$341
This Mytrip deal was found by Cheapflights users on 11/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1212:27 pmSWF - STI
1 stop13h 15mMultiple Airlines
Thu 12/183:43 amSTI - SWF
1 stop15h 23mMultiple Airlines
Deal found 11/12$347
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:27 pmSWF - STI
1 stop13h 15mMultiple Airlines
Sun 12/73:43 amSTI - SWF
1 stop8h 54mMultiple Airlines
Deal found 11/11$361
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/1212:27 pmSWF - STI
1 stop13h 15mMultiple Airlines
Thu 12/253:43 amSTI - SWF
1 stop8h 24mMultiple Airlines
Deal found 11/11$386
This Kiwi.com deal was found by Cheapflights users on 11/13. 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 12/512:27 pmSWF - STI
1 stop13h 15mMultiple Airlines
Sun 12/283:43 amSTI - SWF
1 stop8h 04mMultiple Airlines
Deal found 11/13$403
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/1212:27 pmSWF - STI
1 stop13h 15mMultiple Airlines
Sun 12/283:43 amSTI - SWF
1 stop8h 04mMultiple Airlines
Deal found 11/11$409
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:27 pmSWF - STI
1 stop13h 15mMultiple Airlines
Sun 12/213:43 amSTI - SWF
1 stop16h 52mMultiple Airlines
Deal found 11/11$425
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Mon 12/1512:27 pmSWF - STI
1 stop13h 15mMultiple Airlines
Sun 12/283:43 amSTI - SWF
1 stop8h 04mMultiple Airlines
Deal found 11/11$432
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Mon 11/1712:01 pmSWF - STI
1 stop23h 21mMultiple Airlines
Thu 11/201:17 pmSTI - SWF
1 stop22h 05mMultiple Airlines
Deal found 11/11$471
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/1512:27 pmSWF - STI
1 stop13h 15mMultiple Airlines
Thu 1/84:40 pmSTI - SWF
1 stop18h 39mMultiple Airlines
Deal found 11/12$539

Cheap flight deals from Stewart to Santiago de los Caballeros

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Santiago de los Caballeros (STI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$320
(Mytrip)

One-way from

$148
(Mytrip)

Popular in

December

Cheapest in

March

Average price

$401
Provider with most accurate pricing for New Windsor Stewart-Santiago de los Caballeros flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Santiago de los Caballeros flights.
Search Deals
From New Windsor Stewart to Santiago de los Caballeros
Search Deals
One-way flight from New Windsor Stewart to Santiago de los Caballeros
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Santiago de los Caballeros 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 November 13, 2025.
Use the filters below to find and compare flights from New Windsor to Santiago de los Caballeros that are best for you.

Fly from

Stewart

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 12/12

12:27 pm-2:42 am

1 stop13h 15m

Santiago de los Caballeros

Sun 12/14

3:43 am-11:37 am

1 stop8h 54m

$320

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 12/5

12:27 pm-2:42 am

1 stop13h 15m

Santiago de los Caballeros

Thu 12/11

3:43 am-11:37 am

1 stop8h 54m

$341

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 12/12

12:27 pm-2:42 am

1 stop13h 15m

Santiago de los Caballeros

Thu 12/18

3:43 am-6:06 pm

1 stop15h 23m

$347

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 12/5

12:27 pm-2:42 am

1 stop13h 15m

Santiago de los Caballeros

Sun 12/7

3:43 am-11:37 am

1 stop8h 54m

$361

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Mon 1/26

11:09 am-3:33 pm

1 stop27h 24m

Santiago de los Caballeros

Sun 2/1

4:40 pm-10:19 am

1 stop18h 39m

$366

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 12/12

12:27 pm-2:42 am

1 stop13h 15m

Santiago de los Caballeros

Thu 12/25

3:43 am-11:07 am

1 stop8h 24m

$386

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 12/5

12:27 pm-2:42 am

1 stop13h 15m

Santiago de los Caballeros

Sun 12/28

3:43 am-10:47 am

1 stop8h 04m

$403

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 1/23

12:11 pm-3:33 pm

2 stops26h 22m

Santiago de los Caballeros

Sun 2/1

4:40 pm-10:19 am

1 stop18h 39m

$413

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 1/23

11:09 am-3:33 pm

1 stop27h 24m

Santiago de los Caballeros

Sat 1/31

4:40 pm-11:31 am

2 stops43h 51m

$424

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Mon 12/15

12:27 pm-2:42 am

1 stop13h 15m

Santiago de los Caballeros

Sun 12/21

3:43 am-7:35 pm

1 stop16h 52m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 19 results
1
2

Compare providers for flights from Stewart to Santiago de los Caballeros

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart to Santiago de los Caballeros in November.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Windsor-Santiago de los Caballeros flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Windsor-Santiago de los Caballeros flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from New Windsor-Santiago de los Caballeros flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Santiago de los Caballeros flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Santiago de los Caballeros flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Stewart to Santiago de los Caballeros

Have a flexible travel schedule? Discover the best time to fly to Santiago de los Caballeros 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 Santiago de los Caballeros

What is the cheapest month to book a flight from New Windsor to Santiago de los Caballeros?

Currently, March is the cheapest month in which you can book a flight from New Windsor to Santiago de los Caballeros (average of $184). Flying from New Windsor to Santiago de los Caballeros in August is currently the most expensive (average of $256). 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 Santiago de los Caballeros. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Stewart to Santiago de los Caballeros that include hotel bookings?

    Yes. In addition to deals on Stewart to Santiago de los Caballeros flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stewart to Santiago de los Caballeros?

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

  • Can I find deals for business class flights from Stewart to Santiago de los Caballeros?

    Yes. Cheapflights offers flight deals from Stewart to Santiago de los Caballeros 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 Santiago de los Caballeros?

    Currently, March is the cheapest month in which you can book a flight from New Windsor to Santiago de los Caballeros (average of $184). Flying from New Windsor to Santiago de los Caballeros in August is currently the most expensive (average of $256). 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 Santiago de los Caballeros

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Santo Domingo flights
Newark to Santo Domingo flights
John F Kennedy Intl to Punta Cana flights
John F Kennedy Intl to Santiago de los Caballeros flights
Newark to Punta Cana flights
Newark to Santiago de los Caballeros flights
LaGuardia to Punta Cana flights
LaGuardia to Santo Domingo flights
LaGuardia to Santiago de los Caballeros flights
John F Kennedy Intl to Puerto Plata flights
Newark to Puerto Plata flights
LaGuardia to Puerto Plata flights
Buffalo to Punta Cana flights
Rochester to Punta Cana flights
Islip to Santo Domingo flights
Syracuse to Punta Cana flights
Albany to Punta Cana flights
Buffalo to Santo Domingo flights
White Plains to Punta Cana flights
John F Kennedy Intl to La Romana flights
Syracuse to Puerto Plata flights
Albany to Santo Domingo flights
Buffalo to Puerto Plata flights
White Plains to Santo Domingo flights
Syracuse to Santo Domingo flights
Syracuse to Santiago de los Caballeros flights
Rochester to Puerto Plata flights
Islip to Punta Cana flights
Stewart to Santo Domingo flights
Rochester to Santo Domingo flights
Albany to Santiago de los Caballeros flights
Stewart to Punta Cana flights
LaGuardia to Nagua flights
Buffalo to Santiago de los Caballeros flights
Albany to Puerto Plata flights
Newark to Nagua flights
Ithaca to Punta Cana flights
Buffalo to La Romana flights
Stewart to Puerto Plata flights
Rochester to La Romana flights
Niagara Falls to Punta Cana flights
Islip to Puerto Plata flights
Islip to Santiago de los Caballeros 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.