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Santiago de los Caballeros

$394+ Cheap flights from Worcester, MA (ORH) to Santiago de los Caballeros (STI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — STI
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Worcester to Santiago de los Caballeros

Cheapest flights from Worcester to Santiago de los Caballeros
Explore the most affordable flight options available from Worcester to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/102:39 pm
ORH
-
STI
2 stops21h 44m
American Airlines
Thu 5/283:23 pm
STI
-
ORH
2 stops49h 29m
American Airlines
Deal found 1/25$394
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:43 pm
ORH
-
STI
2 stops25h 05m
American Airlines
Sun 9/131:40 pm
STI
-
ORH
2 stops31h 27m
American Airlines
Deal found 1/25$399
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/162:39 pm
ORH
-
STI
2 stops45h 44m
American Airlines
Thu 5/287:00 am
STI
-
ORH
2 stops33h 52m
American Airlines
Deal found 1/25$400
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/111:44 pm
ORH
-
STI
2 stops46h 46m
American Airlines
Sun 3/297:00 am
STI
-
ORH
2 stops30h 19m
American Airlines
Deal found 1/25$405
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/121:44 pm
ORH
-
STI
2 stops22h 46m
American Airlines
Sat 3/281:30 pm
STI
-
ORH
2 stops23h 49m
American Airlines
Deal found 1/25$409
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/121:44 pm
ORH
-
STI
2 stops30h 45m
American Airlines
Sun 3/297:00 am
STI
-
ORH
2 stops30h 19m
American Airlines
Deal found 1/25$414
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/102:39 pm
ORH
-
STI
2 stops21h 44m
American Airlines
Sat 5/307:00 am
STI
-
ORH
2 stops33h 52m
American Airlines
Deal found 1/25$509
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/162:39 pm
ORH
-
STI
2 stops45h 44m
American Airlines
Sat 5/307:00 am
STI
-
ORH
2 stops33h 52m
American Airlines
Deal found 1/25$511
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:39 pm
ORH
-
STI
2 stops21h 44m
American Airlines
Thu 5/287:00 am
STI
-
ORH
2 stops33h 52m
American Airlines
Deal found 1/25$551
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:43 pm
ORH
-
STI
2 stops25h 05m
American Airlines
Tue 9/151:40 pm
STI
-
ORH
2 stops31h 27m
American Airlines
Deal found 1/25$558
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:43 pm
ORH
-
STI
2 stops25h 05m
American Airlines
Thu 9/101:40 pm
STI
-
ORH
2 stops31h 27m
American Airlines
Deal found 1/25$559
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/102:39 pm
ORH
-
STI
2 stops21h 44m
American Airlines
Tue 5/267:00 am
STI
-
ORH
2 stops33h 52m
American Airlines
Deal found 1/25$562

Find flight deals from Worcester to Santiago de los Caballeros

Discover tips and strategies to find the most affordable flight options for your journey from Worcester (ORH) 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$394
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$452
Provider with most accurate pricing for Boston Logan Intl-Santiago de los Caballeros flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Santiago de los Caballeros flights.
Search Deals
From Worcester to Santiago de los Caballeros
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Worcester 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 January 27, 2026.
Use the filters below to find and compare flights from Worcester to Santiago de los Caballeros that are best for you.

Fly from

Worcester

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

WorcesterSantiago de los Caballeros

ORH - STI

ORHSTI

Worcester

Wed 2/25

1:30 pm-9:30 pm

2 stops31h 00m

Santiago de los Caballeros

Wed 3/11

1:30 pm-1:19 pm

2 stops23h 49m

$394

WorcesterSantiago de los Caballeros

ORH - STI

ORHSTI

Worcester

Tue 5/12

2:39 pm-12:23 pm

2 stops21h 44m

Santiago de los Caballeros

Wed 5/27

7:00 am-4:52 pm

2 stops33h 52m

$394

WorcesterSantiago de los Caballeros

ORH - STI

ORHSTI

Worcester

Tue 2/24

1:30 pm-1:31 pm

2 stops47h 01m

Santiago de los Caballeros

Wed 3/11

1:30 pm-1:19 pm

2 stops23h 49m

$394

WorcesterSantiago de los Caballeros

ORH - STI

ORHSTI

Worcester

Thu 2/26

1:30 pm-9:30 pm

2 stops31h 00m

Santiago de los Caballeros

Wed 3/11

1:30 pm-1:19 pm

2 stops23h 49m

$394

WorcesterSantiago de los Caballeros

ORH - STI

ORHSTI

Worcester

Mon 5/11

2:39 pm-12:23 pm

2 stops21h 44m

Santiago de los Caballeros

Thu 5/28

3:23 pm-4:52 pm

2 stops49h 29m

$394

WorcesterSantiago de los Caballeros

ORH - STI

ORHSTI

Worcester

Thu 3/12

1:44 pm-8:29 pm

2 stops30h 45m

Santiago de los Caballeros

Thu 3/26

1:30 pm-1:19 pm

2 stops23h 49m

$394

WorcesterSantiago de los Caballeros

ORH - STI

ORHSTI

Worcester

Sun 5/10

2:39 pm-12:23 pm

2 stops21h 44m

Santiago de los Caballeros

Thu 5/28

3:23 pm-4:52 pm

2 stops49h 29m

$394

WorcesterSantiago de los Caballeros

ORH - STI

ORHSTI

Worcester

Sun 5/10

2:39 pm-12:23 pm

2 stops21h 44m

Santiago de los Caballeros

Fri 5/29

3:23 pm-4:52 pm

2 stops25h 29m

$394

WorcesterSantiago de los Caballeros

ORH - STI

ORHSTI

Worcester

Mon 5/11

2:39 pm-12:23 pm

2 stops21h 44m

Santiago de los Caballeros

Fri 5/29

3:23 pm-4:52 pm

2 stops25h 29m

$394

WorcesterSantiago de los Caballeros

ORH - STI

ORHSTI

Worcester

Sat 5/16

2:39 pm-12:23 pm

2 stops45h 44m

Santiago de los Caballeros

Fri 5/29

3:23 pm-4:52 pm

2 stops25h 29m

$400

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 11 results
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Best time to book a flight from Worcester to Santiago de los Caballeros

Have a flexible travel schedule? Discover the best time to fly to Santiago de los Caballeros from Worcester 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 Worcester to Santiago de los Caballeros

What is the cheapest month to book a flight from Worcester, Massachusetts to Santiago de los Caballeros?

Currently, September is the cheapest month in which you can book a flight from Worcester, Massachusetts to Santiago de los Caballeros (average of $163). Flying from Worcester, Massachusetts to Santiago de los Caballeros in June is currently the most expensive (average of $363). 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 Worcester 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.

  • How long is the flight from Worcester, Massachusetts to Santiago de los Caballeros?

    There are many flights that can get you from Worcester, Massachusetts to Santiago de los Caballeros in 31h. Fly via American Airlines to get the fastest option. The distance from Worcester, Massachusetts to Santiago de los Caballeros is about 1580 mi.

  • Can I find deals for flights from Worcester to Santiago de los Caballeros that include hotel bookings?

    Yes. In addition to deals on Worcester to Santiago de los Caballeros flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Worcester 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 Worcester to Santiago de los Caballeros.

  • Can I find deals for business class flights from Worcester to Santiago de los Caballeros?

    Yes. Cheapflights offers flight deals from Worcester 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 Worcester, Massachusetts to Santiago de los Caballeros?

    Currently, September is the cheapest month in which you can book a flight from Worcester, Massachusetts to Santiago de los Caballeros (average of $163). Flying from Worcester, Massachusetts to Santiago de los Caballeros in June is currently the most expensive (average of $363). 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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