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

$379+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — STI
Aug 11 — Aug 181
Tue 8/11
Tue 8/18
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.

Cheap flight deals from Stewart to Santiago de los Caballeros

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 July 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Wed 8/512:05 pm
SWF
-
STI
3 stops21h 54m
Multiple Airlines
Deal found 7/11$379
This Trip.com deal was found by Cheapflights users on 7/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/812:05 pm
SWF
-
STI
2 stops21h 54m
Multiple Airlines
Deal found 7/8$397
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Tue 8/411:48 am
SWF
-
STI
2 stops46h 11m
Multiple Airlines
Deal found 7/11$400
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/76:01 pm
SWF
-
STI
2 stops39h 58m
Multiple Airlines
Deal found 7/8$408
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/1012:17 pm
SWF
-
STI
3 stops21h 42m
Multiple Airlines
Deal found 7/9$409
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 7/2610:33 am
SWF
-
STI
2 stops47h 26m
Multiple Airlines
Deal found 7/8$410
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/112:05 pm
SWF
-
STI
2 stops21h 54m
Multiple Airlines
Deal found 7/10$429

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 July 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

July

Cheapest in

October

Average price

$659
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
Highest demand for flights based on searches. 17% potential increase in price ($104 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 July 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 July 12, 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

Cheapest one-way

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Wed 8/5

12:05 pm-9:59 am

3 stops21h 54m

$379
Quickest one-way

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Mon 8/10

12:17 pm-9:59 am

3 stops21h 42m

$409

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sun 7/26

10:33 am-9:59 am

2 stops47h 26m

$410

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 8/7

6:01 pm-9:59 am

2 stops39h 58m

$416

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sat 8/1

12:05 pm-9:59 am

2 stops21h 54m

$429

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sat 8/15

12:05 pm-9:59 am

2 stops21h 54m

$466

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sat 7/18

12:05 pm-9:59 am

2 stops21h 54m

$491

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Fri 7/31

5:49 pm-9:59 am

2 stops40h 10m

$523

New WindsorSantiago de los Caballeros

SWF - STI

SWFSTI

New Windsor Stewart

Sat 8/29

12:05 pm-2:59 pm

3 stops50h 54m

$571

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/11

Sorted by cheapest first

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.

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.

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.

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.