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).

How far in advance should I book a flight from New Windsor to Santiago de los Caballeros?

Travelers have found it’s best to book a flight 38 days in advance to save up to 35% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 38 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from New Windsor to Santiago de los Caballeros 1-2 weeks in advance for as low as $393, or $536 for flights within the next 24 hours.

What is the cheapest month to fly from New Windsor to Santiago de los Caballeros?

Our data shows that March tends to be the cheapest month to fly to Santiago de los Caballeros from New Windsor. Users have commonly found prices around $462 for the month, but tickets can be as low as $282. Due to multiple factors, prepare for potentially higher prices in December.

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	$489 (Kiwi.com)
One-way from	$163 (Kiwi.com)
Popular in	December
Cheapest in	March
Average price	$598

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. 5% potential increase in price ($24 potential increase over avg. RT price).

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Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).

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Average for round-trip flights in August 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 August 14, 2025.

Fri 8/225:36 pmSWF - STI

1 stop15h 39mMultiple Airlines

Sun 8/3110:20 amSTI - SWF

1 stop26h 45mMultiple Airlines

Deal found 8/13

$598

Mon 8/187:37 pmSWF - STI

1 stop13h 38mMultiple Airlines

Sun 8/241:26 pmSTI - SWF

2 stops27h 20mMultiple Airlines

Deal found 8/13

$677

Sun 11/3010:12 amSWF - STI

1 stop29h 54mMultiple Airlines

Sun 2/16:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 8/13

$680

Mon 12/1512:27 pmSWF - STI

1 stop27h 39mMultiple Airlines

Thu 1/156:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 8/13

$696

Fri 12/1212:27 pmSWF - STI

1 stop27h 39mMultiple Airlines

Thu 1/156:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 8/13

$700

Mon 8/187:37 pmSWF - STI

1 stop13h 38mMultiple Airlines

Thu 8/211:26 pmSTI - SWF

2 stops20h 46mMultiple Airlines

Deal found 8/13

$707

Mon 12/1512:27 pmSWF - STI

1 stop27h 39mMultiple Airlines

Sun 1/186:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 8/13

$745

Fri 12/1212:27 pmSWF - STI

1 stop27h 39mMultiple Airlines

Sun 1/186:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 8/13

$750

Fri 8/157:37 pmSWF - STI

1 stop13h 38mMultiple Airlines

Mon 8/1810:20 amSTI - SWF

1 stop8h 27mMultiple Airlines

Deal found 8/12

$819

Fri 8/157:37 pmSWF - STI

1 stop13h 38mMultiple Airlines

Sun 8/241:26 pmSTI - SWF

2 stops27h 20mMultiple Airlines

Deal found 8/13

$892

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 August 14, 2025.

Mon 11/2410:57 amSWF - STI

1 stop29h 09mMultiple Airlines

Thu 12/46:18 pmSTI - SWF

1 stop18h 19mMultiple Airlines

Deal found 8/14

$489

Wed 11/2612:17 pmSWF - STI

1 stop27h 49mMultiple Airlines

Thu 12/46:18 pmSTI - SWF

1 stop18h 19mMultiple Airlines

Deal found 8/14

$566

Sun 11/3010:12 amSWF - STI

1 stop29h 54mMultiple Airlines

Sun 2/16:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 8/13

$680

Mon 12/1512:27 pmSWF - STI

1 stop27h 39mMultiple Airlines

Thu 1/156:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 8/13

$696

Fri 12/1212:27 pmSWF - STI

1 stop27h 39mMultiple Airlines

Thu 1/156:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 8/13

$700

Mon 12/1512:27 pmSWF - STI

1 stop27h 39mMultiple Airlines

Sun 1/186:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 8/13

$745

Fri 12/1212:27 pmSWF - STI

1 stop27h 39mMultiple Airlines

Sun 1/186:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 8/13

$750

Wed 12/245:34 pmSWF - STI

2 stops22h 32mMultiple Airlines

Sun 12/286:18 pmSTI - SWF

1 stop17h 29mMultiple Airlines

Deal found 8/13

$1,127

Mon 12/228:25 pmSWF - STI

1 stop19h 41mMultiple Airlines

Thu 1/86:18 pmSTI - SWF

1 stop17h 01mMultiple Airlines

Deal found 8/14

$1,193

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 August 14, 2025 and is based on user searches.

Fri 8/157:37 pmSWF - STI

1 stop13h 38mMultiple Airlines

Mon 8/1810:20 amSTI - SWF

1 stop8h 27mMultiple Airlines

Deal found 8/12

$819

Fri 8/157:37 pmSWF - STI

1 stop13h 38mMultiple Airlines

Sun 8/241:26 pmSTI - SWF

2 stops27h 20mMultiple Airlines

Deal found 8/13

$892

Mon 8/187:37 pmSWF - STI

1 stop13h 38mMultiple Airlines

Sun 8/241:26 pmSTI - SWF

2 stops27h 20mMultiple Airlines

Deal found 8/13

$677

Mon 8/187:37 pmSWF - STI

1 stop13h 38mMultiple Airlines

Thu 8/211:26 pmSTI - SWF

2 stops20h 46mMultiple Airlines

Deal found 8/13

$707

Fri 8/225:36 pmSWF - STI

1 stop15h 39mMultiple Airlines

Sun 8/3110:20 amSTI - SWF

1 stop26h 45mMultiple Airlines

Deal found 8/13

$598

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 August 14, 2025.

Mon 11/1012:01 pmSWF - STI

1 stop28h 05mMultiple Airlines

Deal found 8/12

$163

Mon 9/11:55 pmSWF - STI

1 stop19h 20mMultiple Airlines

Deal found 8/12

$164

Fri 8/291:55 pmSWF - STI

1 stop19h 20mMultiple Airlines

Deal found 8/12

$259

Mon 8/255:36 pmSWF - STI

1 stop15h 39mMultiple Airlines

Deal found 8/13

$264

Sun 9/282:04 pmSWF - STI

2 stops20h 59mMultiple Airlines

Deal found 8/12

$275

Mon 8/187:37 pmSWF - STI

1 stop13h 38mMultiple Airlines

Deal found 8/12

$290

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

Mon 11/24

10:57 am-5:06 pm

1 stop29h 09m

Santiago de los Caballeros

Thu 12/4

6:18 pm-11:37 am

1 stop18h 19m

$489

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Wed 11/26

12:17 pm-5:06 pm

1 stop27h 49m

Santiago de los Caballeros

Thu 12/4

6:18 pm-11:37 am

1 stop18h 19m

$566

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sun 11/30

10:12 am-5:06 pm

1 stop29h 54m

Santiago de los Caballeros

Sun 2/1

6:18 pm-10:19 am

1 stop17h 01m

$680

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Mon 12/15

12:27 pm-5:06 pm

1 stop27h 39m

Santiago de los Caballeros

Thu 1/15

6:18 pm-10:19 am

1 stop17h 01m

$696

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 12/12

12:27 pm-5:06 pm

1 stop27h 39m

Santiago de los Caballeros

Thu 1/15

6:18 pm-10:19 am

1 stop17h 01m

$700

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Mon 12/15

12:27 pm-5:06 pm

1 stop27h 39m

Santiago de los Caballeros

Sun 1/18

6:18 pm-10:19 am

1 stop17h 01m

$745

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 12/12

12:27 pm-5:06 pm

1 stop27h 39m

Santiago de los Caballeros

Sun 1/18

6:18 pm-10:19 am

1 stop17h 01m

$750

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Wed 12/24

5:34 pm-5:06 pm

2 stops22h 32m

Santiago de los Caballeros

Sun 12/28

6:18 pm-10:47 am

1 stop17h 29m

$1,127

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

Thu 1/8

6:18 pm-10:19 am

1 stop17h 01m

$1,193

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Mon 11/10

12:01 pm-5:06 pm

1 stop28h 05m

$163

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

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 $601). 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 $601). 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 11/10. 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

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Stewart to Santiago de los Caballeros

Round-trip from

One-way from

Popular in

Cheapest in

Average price

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 August 14, 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 August 14, 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?

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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 August 14, 2025.