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Santiago de los Caballeros

$147+ Cheap flights from Massachusetts 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — STI
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Cheap flight deals from Massachusetts to Santiago de los Caballeros

Cheapest flights from Massachusetts to Santiago de los Caballeros
Explore the most affordable flight options available from Massachusetts to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 20, 2026.

This American Airlines deal was found by Cheapflights users on 1/18. 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.
Tue 2/178:45 am
BDL
-
STI
2 stops11h 45m
American Airlines
Fri 2/272:31 pm
STI
-
BDL
2 stops19h 37m
American Airlines
Deal found 1/18$319
This American Airlines deal was found by Cheapflights users on 1/18. 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 2/16:25 pm
ALB
-
STI
2 stops20h 07m
American Airlines
Wed 2/46:00 am
STI
-
ALB
2 stops10h 20m
American Airlines
Deal found 1/18$323
This American Airlines deal was found by Cheapflights users on 1/19. 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 5/175:25 pm
BDL
-
STI
2 stops18h 58m
American Airlines
Sun 5/243:23 pm
STI
-
BDL
2 stops17h 36m
American Airlines
Deal found 1/19$324
This American Airlines deal was found by Cheapflights users on 1/18. 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.
Tue 4/213:06 pm
BDL
-
STI
1 stop21h 17m
American Airlines
Mon 4/271:32 pm
STI
-
BDL
2 stops20h 48m
American Airlines
Deal found 1/18$327
This JetBlue deal was found by Cheapflights users on 1/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/237:59 pm
BDL
-
STI
1 stop11h 20m
JetBlue
Thu 2/269:29 am
STI
-
BDL
1 stop14h 23m
JetBlue
Deal found 1/19$358
This American Airlines deal was found by Cheapflights users on 1/20. 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 1/312:23 pm
ORH
-
STI
2 stops30h 23m
American Airlines
Sun 2/84:33 pm
STI
-
ORH
2 stops22h 20m
American Airlines
Deal found 1/20$363
This Expedia deal was found by Cheapflights users on 1/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2111:59 pm
BOS
-
STI
Nonstop3h 50m
JetBlue
Fri 3/610:31 am
STI
-
BOS
1 stop12h 30m
JetBlue
Deal found 1/20$367
This JetBlue deal was found by Cheapflights users on 1/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/18:05 pm
BOS
-
STI
1 stop13h 32m
JetBlue
Sat 2/75:01 am
STI
-
BOS
Nonstop3h 57m
JetBlue
Deal found 1/18$368
This American Airlines deal was found by Cheapflights users on 1/18. 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 1/215:30 am
BDL
-
STI
1 stop9h 02m
American Airlines
Tue 2/106:00 am
STI
-
BDL
2 stops18h 44m
American Airlines
Deal found 1/18$369
This American Airlines deal was found by Cheapflights users on 1/19. 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 2/410:00 am
BOS
-
STI
2 stops10h 46m
American Airlines
Mon 2/94:33 pm
STI
-
BOS
1 stop20h 02m
American Airlines
Deal found 1/19$370
This eDestinos deal was found by Cheapflights users on 1/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/225:34 am
BOS
-
STI
1 stop8h 59m
Spirit Airlines
Thu 2/54:40 pm
STI
-
BOS
1 stop8h 17m
Spirit Airlines
Deal found 1/18$372
This JetBlue deal was found by Cheapflights users on 1/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/111:50 pm
BOS
-
STI
Nonstop3h 52m
JetBlue
Wed 2/412:12 pm
STI
-
BOS
1 stop8h 07m
JetBlue
Deal found 1/18$373

Find flight deals from Massachusetts to Santiago de los Caballeros

Keep the following information in mind while searching for Massachusetts to Santiago de los Caballeros flight deals. Data was last updated January 20, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$319
(American Airlines)

One-way from

$147
(United Airlines)

Popular in

December

Cheapest in

May

Average price

$452

Good round-trip deal

$430 or less

Good one-way deal

$228 or less
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 Massachusetts to Santiago de los Caballeros
Search Deals
One-way flight from Massachusetts to Santiago de los Caballeros
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Massachusetts to Santiago de los Caballeros.
Search Deals
Price to beat on a one-way flight from Massachusetts to Santiago de los Caballeros.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts 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 20, 2026.
Use the filters below to find and compare flights from Massachusetts to Santiago de los Caballeros that are best for you.

Fly from

Massachusetts

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

HartfordSantiago de los Caballeros

BDL - STI

BDLSTI

Hartford Bradley Intl

Mon 4/13

5:25 pm-12:23 pm

2 stops18h 58m

Santiago de los Caballeros

Mon 4/20

1:32 pm-10:20 am

2 stops20h 48m

$319

HartfordSantiago de los Caballeros

BDL - STI

BDLSTI

Hartford Bradley Intl

Tue 2/17

8:45 am-9:30 pm

2 stops11h 45m

Santiago de los Caballeros

Fri 2/27

2:31 pm-9:08 am

2 stops19h 37m

$319

HartfordSantiago de los Caballeros

BDL - STI

BDLSTI

Hartford Bradley Intl

Tue 4/21

4:04 pm-12:23 pm

2 stops20h 19m

Santiago de los Caballeros

Mon 4/27

1:32 pm-10:12 am

2 stops20h 40m

$319

AlbanySantiago de los Caballeros

ALB - STI

ALBSTI

Albany Intl

Sun 2/1

6:25 pm-3:32 pm

2 stops20h 07m

Santiago de los Caballeros

Wed 2/4

6:00 am-3:20 pm

2 stops10h 20m

$323

HartfordSantiago de los Caballeros

BDL - STI

BDLSTI

Hartford Bradley Intl

Sun 5/17

5:25 pm-12:23 pm

2 stops18h 58m

Santiago de los Caballeros

Sun 5/24

3:23 pm-8:59 am

2 stops17h 36m

$324

HartfordSantiago de los Caballeros

BDL - STI

BDLSTI

Hartford Bradley Intl

Mon 2/23

7:59 pm-8:19 am

1 stop11h 20m

Santiago de los Caballeros

Thu 2/26

9:29 am-10:52 pm

1 stop14h 23m

$358

WorcesterSantiago de los Caballeros

ORH - STI

ORHSTI

Worcester

Sat 1/31

2:23 pm-9:46 pm

2 stops30h 23m

Santiago de los Caballeros

Sun 2/8

4:33 pm-1:53 pm

2 stops22h 20m

$363

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Sat 2/28

11:34 pm-4:24 am

Nonstop3h 50m

Santiago de los Caballeros

Fri 3/6

11:16 am-5:15 pm

1 stop6h 59m

$370

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Fri 2/6

11:40 pm-4:32 am

Nonstop3h 52m

Santiago de los Caballeros

Sun 2/15

6:45 am-6:28 pm

1 stop12h 43m

$370

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Wed 3/4

7:25 pm-9:21 am

1 stop12h 56m

Santiago de los Caballeros

Wed 3/11

6:00 am-9:57 am

Nonstop3h 57m

$376

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 44 results
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Best time to book a flight from Massachusetts to Santiago de los Caballeros

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

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

Currently, November is the cheapest month in which you can book a flight from Massachusetts to Santiago de los Caballeros (average of $215). Flying from Massachusetts to Santiago de los Caballeros in July is currently the most expensive (average of $371). 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.

What is the cheapest time of day to fly from MA to STI?

Find hourly flight availability from Massachusetts to Santiago de los Caballeros. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 20, 2026.

A simple way to save on the total cost of your ticket is to fly from Massachusetts to Santiago de los Caballeros in the afternoon. If you’re flexible enough to do this you can expect to save up to 28% on your trip compared to booking a flight in the evening.

Weekly flight availability from Massachusetts to Santiago de los Caballeros

Explore weekly flight availability from Massachusetts to Santiago de los Caballeros. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 20, 2026.

The most flights from USMA to STI are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

Related info for your journey

Find useful and relevant information for your journey from Massachusetts 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.

  • What airport do you fly into for flights to Santiago de los Caballeros from Massachusetts?

    Most people fly into Santiago de los Caballeros (STI) if they book a flight to Santiago de los Caballeros from Massachusetts. Santiago is conveniently located just 6.8 mi from Santiago de los Caballeros’s city center.

  • How popular is this Massachusetts to Santiago de los Caballeros flight route?

    Flights from Massachusetts to Santiago de los Caballeros have been viewed 12 times in the past calendar month.

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

    Airlines like American Airlines, JetBlue, and United Airlines fly from Massachusetts to Santiago de los Caballeros in about 3h 50m. The time it takes to get you to your destination can typically vary by up to 17h 43m. The distance from Massachusetts to Santiago de los Caballeros is about 1585 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Massachusetts to Santiago de los Caballeros one-way?

    One-way options have recently been found by users for as low as $91 on Frontier. Other airlines that offer cheap prices include Delta from $123 and Spirit Airlines from $140 one-way.

  • What are the most popular routes from Massachusetts to Santiago de los Caballeros?

    Most travelers choose Boston Logan Intl - Santiago de los Caballeros, Hartford Bradley Intl - Santiago de los Caballeros or Albany Intl - Santiago de los Caballeros when deciding on the best route from Massachusetts to Santiago de los Caballeros.

  • What are the cheapest flights from Massachusetts to Santiago de los Caballeros?

    While on average a flight from Massachusetts to Santiago de los Caballeros is generally $380, our data shows the cheapest flight currently is $185. When looking at the most popular route, (Boston Logan Intl - Santiago de los Caballeros), you can expect to pay $259 for that flight.

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Massachusetts to Santiago de los Caballeros (average of $215). Flying from Massachusetts to Santiago de los Caballeros in July is currently the most expensive (average of $371). 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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Alternative routes for Massachusetts to Santiago de los Caballeros

See prices for flight routes from nearby airports that may be better suited for you.
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Fort Lauderdale to Santiago de los Caballeros flights

Top 6 airlines flying from Massachusetts to Santiago de los Caballeros

Discover the top 6 airlines that operate flights from Massachusetts to Santiago de los Caballeros. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$429FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$241Average$399FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$329Average$401FlexibilityNo cancel feeOn-time69%
DeltaCheapest$367Average$390FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$375Average$545FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$388Average$515FlexibilityNo cancel feeOn-time71%

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