In terms of precipitation, rainfall in Santiago de los Caballeros ranges from 3.0 - 11.6 inches per month. December is typically the wettest month, when rainfall can reach 11.6 in. July is typically the driest time to visit Santiago de los Caballeros when rainfall is around 3.0 in.

If weather is an important factor for your trip to Santiago de los Caballeros, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

What is the cheapest time of day to fly from SWF to STI?

When flying from New Windsor to Santiago de los Caballeros, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Most accurate provider : When it comes to deals on New Windsor-Santiago de los Caballeros flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-Santiago de los Caballeros flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

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.

$162+ Flights from New Windsor to Santiago de los Caballeros

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Cheap 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 January 27, 2026.

Fri 1/3011:09 am

SWF

STI

1 stop27h 24m

Multiple Airlines

Sun 2/14:40 pm

STI

SWF

1 stop18h 39m

Multiple Airlines

Deal found 1/25

$466

Sun 4/510:29 am

SWF

STI

1 stop15h 20m

Multiple Airlines

Sat 4/112:46 am

STI

SWF

1 stop8h 09m

Multiple Airlines

Deal found 1/26

$499

Thu 4/210:29 am

SWF

STI

1 stop15h 20m

Multiple Airlines

Sat 4/112:46 am

STI

SWF

1 stop8h 09m

Multiple Airlines

Deal found 1/26

$533

Thu 4/210:29 am

SWF

STI

1 stop15h 20m

Multiple Airlines

Sat 4/113:43 pm

STI

SWF

1 stop19h 12m

Multiple Airlines

Deal found 1/25

$605

Sun 6/710:28 am

SWF

STI

1 stop28h 07m

Multiple Airlines

Sat 6/133:40 pm

STI

SWF

1 stop17h 58m

Multiple Airlines

Deal found 1/27

$1,036

Best flights from Stewart to Santiago de los Caballeros
Discover carefully curated flight deals from Stewart to Santiago de los Caballeros that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 27, 2026.

Sun 4/510:29 am

SWF

STI

1 stop15h 20m

Multiple Airlines

Sat 4/112:46 am

STI

SWF

1 stop8h 09m

Multiple Airlines

Deal found 1/26

$499

Thu 4/210:29 am

SWF

STI

1 stop15h 20m

Multiple Airlines

Sat 4/112:46 am

STI

SWF

1 stop8h 09m

Multiple Airlines

Deal found 1/26

$533

Thu 4/210:29 am

SWF

STI

1 stop15h 20m

Multiple Airlines

Sat 4/113:43 pm

STI

SWF

1 stop19h 12m

Multiple Airlines

Deal found 1/25

$605

Sun 6/710:28 am

SWF

STI

1 stop28h 07m

Multiple Airlines

Sat 6/133:40 pm

STI

SWF

1 stop17h 58m

Multiple Airlines

Deal found 1/27

$1,036

Last-minute flights from Stewart to Santiago de los Caballeros
Discover last-minute flight deals from Stewart to Santiago de los Caballeros. Data last updated January 27, 2026 and is based on user searches.

Fri 1/3011:09 am

SWF

STI

1 stop27h 24m

Multiple Airlines

Sun 2/14:40 pm

STI

SWF

1 stop18h 39m

Multiple Airlines

Deal found 1/25

$466

One-way flights from Stewart to Santiago de los Caballeros
Search for one-way flight options from Stewart to Santiago de los Caballeros. Find affordable one-way fares based on user searches. Data last updated January 27, 2026.

Sun 2/2211:52 am

SWF

STI

1 stop26h 43m

Multiple Airlines

Deal found 1/24

$162

Sun 3/810:09 am

SWF

STI

1 stop28h 24m

Multiple Airlines

Deal found 1/25

$166

Thu 2/2611:52 am

SWF

STI

1 stop26h 43m

Multiple Airlines

Deal found 1/24

$171

Wed 2/185:46 pm

SWF

STI

2 stops20h 49m

Multiple Airlines

Deal found 1/25

$203

Sun 2/811:48 am

SWF

STI

2 stops26h 45m

Multiple Airlines

Deal found 1/25

$223

Fri 2/611:09 am

SWF

STI

1 stop27h 24m

Multiple Airlines

Deal found 1/26

$224

Thu 2/1912:22 pm

SWF

STI

1 stop26h 13m

Multiple Airlines

Deal found 1/25

$226

Fri 1/3011:09 am

SWF

STI

1 stop27h 24m

Multiple Airlines

Deal found 1/24

$229

Find flight deals from Stewart to Santiago de los Caballeros

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$499 (Kiwi.com)
One-way from	$162 (Kiwi.com)
Popular in	December
Cheapest in	March
Average price	$411

Provider with most accurate pricing for New Windsor Stewart-Santiago de los Caballeros flight deals.

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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 ($15 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in January 2026

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from New Windsor to Santiago de los Caballeros that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sun 4/5

10:29 am-1:49 am

1 stop15h 20m

Santiago de los Caballeros

Sat 4/11

2:46 am-10:55 am

1 stop8h 09m

$499

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Thu 4/2

10:29 am-1:49 am

1 stop15h 20m

Santiago de los Caballeros

Sat 4/11

2:46 am-10:55 am

1 stop8h 09m

$533

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Thu 4/2

10:29 am-1:49 am

1 stop15h 20m

Santiago de los Caballeros

Sat 4/11

3:43 pm-10:55 am

1 stop19h 12m

$605

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sun 6/7

10:28 am-2:35 pm

1 stop28h 07m

Santiago de los Caballeros

Sat 6/13

3:40 pm-9:38 am

1 stop17h 58m

$1,036

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sun 2/22

11:52 am-3:35 pm

1 stop26h 43m

$162

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sun 3/8

10:09 am-2:33 pm

1 stop28h 24m

$166

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Wed 2/18

5:46 pm-3:35 pm

2 stops20h 49m

$203

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sun 2/8

11:48 am-3:33 pm

2 stops26h 45m

$223

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 2/6

11:09 am-3:33 pm

1 stop27h 24m

$224

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Thu 2/19

12:22 pm-3:35 pm

1 stop26h 13m

$226

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 11 results

Most accurate provider: When it comes to deals on New Windsor-Santiago de los Caballeros flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-Santiago de los Caballeros flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, October is the cheapest month in which you can book a flight from New Windsor to Santiago de los Caballeros (average of $192). Flying from New Windsor to Santiago de los Caballeros in August is currently the most expensive (average of $249). 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

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, October is the cheapest month in which you can book a flight from New Windsor to Santiago de los Caballeros (average of $192). Flying from New Windsor to Santiago de los Caballeros in August is currently the most expensive (average of $249). 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.

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$162+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to Santiago de los Caballeros with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Stewart to Santiago de los Caballeros

Cheapest flights from Stewart to Santiago de los CaballerosExplore 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 January 27, 2026.

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 January 27, 2026.

Find flight deals from Stewart to Santiago de los Caballeros

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from New Windsor to Santiago de los Caballeros that are best for you.

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.

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?

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?

How can I 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?

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

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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 January 27, 2026.