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.

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.

$163+ Flights from New Windsor to Santiago de los Caballeros

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Cheap flight deals from Stewart to Santiago de los Caballeros

Round-trip from	$379 (Kiwi.com)
One-way from	$163 (Kiwi.com)
Popular in	December
Cheapest in	March
Average price	$382

From New Windsor Stewart to Santiago de los Caballeros

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One-way flight from New Windsor Stewart to Santiago de los Caballeros

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Highest demand for flights based on searches. 4% potential increase in price ($21 potential increase over avg. RT price).

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Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).

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Average for round-trip flights in September 2025

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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 September 16, 2025.

Fri 10/1011:41 amSWF - STI

1 stop22h 57mMultiple Airlines

Thu 10/1611:43 amSTI - SWF

1 stop22h 58mMultiple Airlines

Deal found 9/16

$379

Fri 11/2111:12 amSWF - STI

1 stop28h 54mMultiple Airlines

Tue 11/256:18 pmSTI - SWF

1 stop18h 09mMultiple Airlines

Deal found 9/15

$537

Mon 11/2410:57 amSWF - STI

1 stop29h 09mMultiple Airlines

Sat 11/296:18 pmSTI - SWF

1 stop16h 04mMultiple Airlines

Deal found 9/15

$741

Fri 11/2111:12 amSWF - STI

1 stop28h 54mMultiple Airlines

Sat 11/296:18 pmSTI - SWF

1 stop16h 04mMultiple Airlines

Deal found 9/15

$782

Mon 12/228:25 pmSWF - STI

1 stop19h 41mMultiple Airlines

Sun 1/46:18 pmSTI - SWF

1 stop17h 29mMultiple Airlines

Deal found 9/14

$1,371

Fri 12/196:56 pmSWF - STI

1 stop21h 10mMultiple Airlines

Sun 1/46:18 pmSTI - SWF

1 stop17h 29mMultiple Airlines

Deal found 9/15

$1,564

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 September 16, 2025.

Fri 10/1011:41 amSWF - STI

1 stop22h 57mMultiple Airlines

Thu 10/1611:43 amSTI - SWF

1 stop22h 58mMultiple Airlines

Deal found 9/16

$379

Fri 11/2111:12 amSWF - STI

1 stop28h 54mMultiple Airlines

Tue 11/256:18 pmSTI - SWF

1 stop18h 09mMultiple Airlines

Deal found 9/15

$537

Fri 1/211:57 amSWF - STI

1 stop28h 09mMultiple Airlines

Thu 1/86:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 9/13

$685

Mon 11/2410:57 amSWF - STI

1 stop29h 09mMultiple Airlines

Sat 11/296:18 pmSTI - SWF

1 stop16h 04mMultiple Airlines

Deal found 9/15

$741

Fri 11/2111:12 amSWF - STI

1 stop28h 54mMultiple Airlines

Sat 11/296:18 pmSTI - SWF

1 stop16h 04mMultiple Airlines

Deal found 9/15

$782

Mon 12/228:25 pmSWF - STI

1 stop19h 41mMultiple Airlines

Sun 1/46:18 pmSTI - SWF

1 stop17h 29mMultiple Airlines

Deal found 9/14

$1,371

Fri 12/196:56 pmSWF - STI

1 stop21h 10mMultiple Airlines

Sun 1/46:18 pmSTI - SWF

1 stop17h 29mMultiple Airlines

Deal found 9/15

$1,564

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 September 16, 2025 and is based on user searches.

Fri 10/1011:41 amSWF - STI

1 stop22h 57mMultiple Airlines

Thu 10/1611:43 amSTI - SWF

1 stop22h 58mMultiple Airlines

Deal found 9/16

$379

Fri 10/3111:31 amSWF - STI

1 stop23h 07mMultiple Airlines

Fri 11/76:18 pmSTI - SWF

2 stops43h 24mMultiple Airlines

Deal found 9/16

$445

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 September 16, 2025.

Fri 10/1711:31 amSWF - STI

1 stop23h 07mMultiple Airlines

Deal found 9/14

$163

Fri 10/3111:31 amSWF - STI

1 stop23h 07mMultiple Airlines

Deal found 9/14

$164

Fri 10/312:11 pmSWF - STI

1 stop22h 52mMultiple Airlines

Deal found 9/16

$208

Fri 11/2111:12 amSWF - STI

1 stop28h 54mMultiple Airlines

Deal found 9/14

$262

Sun 10/1911:43 amSWF - STI

2 stops22h 55mMultiple Airlines

Deal found 9/14

$267

Thu 10/911:43 amSWF - STI

2 stops22h 55mMultiple Airlines

Deal found 9/15

$276

Thu 12/1111:43 amSWF - STI

2 stops28h 23mMultiple Airlines

Deal found 9/14

$316

Mon 12/19:56 amSWF - STI

2 stops30h 10mMultiple Airlines

Deal found 9/15

$333

Thu 9/2511:43 amSWF - STI

2 stops23h 20mMultiple Airlines

Deal found 9/14

$348

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

Fri 10/10

11:41 am-10:38 am

1 stop22h 57m

Santiago de los Caballeros

Thu 10/16

11:43 am-10:41 am

1 stop22h 58m

$379

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 11/21

11:12 am-5:06 pm

1 stop28h 54m

Santiago de los Caballeros

Tue 11/25

6:18 pm-11:27 am

1 stop18h 09m

$537

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 1/2

11:57 am-5:06 pm

1 stop28h 09m

Santiago de los Caballeros

Thu 1/8

6:18 pm-10:19 am

1 stop17h 01m

$685

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Mon 11/24

10:57 am-5:06 pm

1 stop29h 09m

Santiago de los Caballeros

Sat 11/29

6:18 pm-9:22 am

1 stop16h 04m

$741

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 11/21

11:12 am-5:06 pm

1 stop28h 54m

Santiago de los Caballeros

Sat 11/29

6:18 pm-9:22 am

1 stop16h 04m

$782

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Mon 12/22

8:25 pm-5:06 pm

1 stop19h 41m

Santiago de los Caballeros

Sun 1/4

6:18 pm-10:47 am

1 stop17h 29m

$1,371

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 12/19

6:56 pm-5:06 pm

1 stop21h 10m

Santiago de los Caballeros

Sun 1/4

6:18 pm-10:47 am

1 stop17h 29m

$1,564

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 10/17

11:31 am-10:38 am

1 stop23h 07m

$163

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 10/31

11:31 am-10:38 am

1 stop23h 07m

$164

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 12/5

12:27 pm-5:06 pm

1 stop27h 39m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 15 results

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, May is the cheapest month in which you can book a flight from New Windsor to Santiago de los Caballeros (average of $347). Flying from New Windsor to Santiago de los Caballeros in July is currently the most expensive (average of $600). 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, May is the cheapest month in which you can book a flight from New Windsor to Santiago de los Caballeros (average of $347). Flying from New Windsor to Santiago de los Caballeros in July is currently the most expensive (average of $600). 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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$163+ 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 10/17. 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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3. Compare prices and book

Cheap flight deals from Stewart to Santiago de los Caballeros

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Find 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 September 16, 2025.

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 September 16, 2025.

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?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Stewart 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 September 16, 2025.