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Santiago de los Caballeros

$181+ 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 3/22. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — STI
Mar 30 — Apr 61
Mon 3/30
Mon 4/6
1 adult, Economy
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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 February 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/26. 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 4/1211:45 am
SWF
-
STI
1 stop14h 04m
Multiple Airlines
Sat 4/183:07 pm
STI
-
SWF
1 stop19h 48m
Multiple Airlines
Deal found 2/26$410
This Kiwi.com deal was found by Cheapflights users on 2/27. 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 5/2810:28 am
SWF
-
STI
1 stop27h 34m
Multiple Airlines
Sun 5/313:07 pm
STI
-
SWF
2 stops17h 44m
Multiple Airlines
Deal found 2/27$451
This Kiwi.com deal was found by Cheapflights users on 2/24. 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 4/210:29 am
SWF
-
STI
1 stop15h 20m
Multiple Airlines
Wed 4/82:46 am
STI
-
SWF
1 stop8h 09m
Multiple Airlines
Deal found 2/24$475
This Kiwi.com deal was found by Cheapflights users on 2/25. 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 3/1210:09 am
SWF
-
STI
1 stop15h 40m
Multiple Airlines
Sat 3/142:46 am
STI
-
SWF
1 stop8h 53m
Multiple Airlines
Deal found 2/25$495
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 4/210:29 am
SWF
-
STI
1 stop15h 20m
Multiple Airlines
Wed 4/83:28 pm
STI
-
SWF
1 stop19h 27m
Multiple Airlines
Deal found 2/26$503
This Kiwi.com deal was found by Cheapflights users on 2/27. 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 5/3110:28 am
SWF
-
STI
1 stop27h 34m
Multiple Airlines
Sat 6/133:07 pm
STI
-
SWF
1 stop18h 31m
Multiple Airlines
Deal found 2/27$534
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 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 2/26$551

Find 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 February 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$410
(Kiwi.com)

One-way from

$181
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$447
Provider with most accurate pricing for New York (NYC)-Santiago de los Caballeros flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-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. 2% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 28, 2026.
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

Thu 4/2

10:29 am-1:49 am

1 stop15h 20m

Santiago de los Caballeros

Wed 4/8

2:46 am-10:55 am

1 stop8h 09m

$475

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Thu 3/12

10:09 am-1:49 am

1 stop15h 40m

Santiago de los Caballeros

Sat 3/14

2:46 am-11:39 am

1 stop8h 53m

$495

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

Wed 4/8

3:28 pm-10:55 am

1 stop19h 27m

$503

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

$551

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

3:28 pm-10:55 am

1 stop19h 27m

$556

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

$603

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

3:28 pm-10:55 am

1 stop19h 27m

$606

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sun 5/10

11:45 am-2:02 pm

1 stop26h 17m

$183

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sun 3/22

10:29 am-1:49 am

1 stop15h 20m

$187

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sun 3/8

10:09 am-2:33 pm

1 stop28h 24m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 15 resultsSorted by cheapest first
1
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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, February is the cheapest month in which you can book a flight from New Windsor to Santiago de los Caballeros (average of $191). Flying from New Windsor to Santiago de los Caballeros in November is currently the most expensive (average of $248). 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, February is the cheapest month in which you can book a flight from New Windsor to Santiago de los Caballeros (average of $191). Flying from New Windsor to Santiago de los Caballeros in November is currently the most expensive (average of $248). 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

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