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

$165+ Cheap flights from Boston (BOS) 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.
BOS — STI
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Boston 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.

Cheapflights Tip: The best prices from Boston Logan Intl to Santiago de los Caballeros are usually found in January or May, booked 48 days in advance, depart on a Thursday or Friday and return on a Tuesday

Find flight deals from Boston to Santiago de los Caballeros

Cheapest flights from Boston to Santiago de los Caballeros
Explore the most affordable flight options available from Boston to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:05 amBOS - STI
1 stop12h 31mDelta
Tue 11/186:40 amSTI - BOS
1 stop16h 44mDelta
Deal found 10/27$374
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/117:00 pmBOS - STI
2 stops19h 33mAmerican Airlines
Mon 12/84:32 pmSTI - BOS
1 stop19h 57mAmerican Airlines
Deal found 10/26$375
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Tue 12/25:45 amBOS - STI
1 stop29h 37mSpirit Airlines
Sun 12/73:43 amSTI - BOS
1 stop21h 13mSpirit Airlines
Deal found 10/25$378
This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/249:45 amBOS - STI
2 stops12h 11mAmerican Airlines
Sat 12/206:17 pmSTI - BOS
2 stops14h 45mAmerican Airlines
Deal found 10/27$379
This Delta deal was found by Cheapflights users on 10/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/259:00 amBOS - STI
1 stop9h 36mDelta
Tue 12/26:35 amSTI - BOS
1 stop10h 36mDelta
Deal found 10/24$382
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/34:24 pmBOS - STI
1 stop6h 27mUnited Airlines
Wed 11/56:00 amSTI - BOS
1 stop6h 58mUnited Airlines
Deal found 10/26$384
This JetBlue deal was found by Cheapflights users on 10/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1112:54 pmBOS - STI
Nonstop3h 49mJetBlue
Mon 12/87:01 amSTI - BOS
1 stop11h 24mJetBlue
Deal found 10/26$385
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 11/139:39 amBOS - STI
2 stops49h 43mMultiple Airlines
Mon 12/83:43 amSTI - BOS
1 stop21h 13mMultiple Airlines
Deal found 10/25$386
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amBOS - STI
2 stops16h 51mUnited Airlines
Thu 11/206:00 amSTI - BOS
1 stop7h 28mUnited Airlines
Deal found 10/26$388
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:46 amBOS - STI
1 stop13h 05mAmerican Airlines
Thu 11/204:35 pmSTI - BOS
1 stop9h 16mAmerican Airlines
Deal found 10/26$389
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/105:20 pmBOS - STI
2 stops21h 12mAmerican Airlines
Wed 1/146:00 amSTI - BOS
1 stop9h 49mAmerican Airlines
Deal found 10/26$390

Cheap flight deals from Boston to Santiago de los Caballeros

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) 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 October 27, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$374
(Delta)

One-way from

$165
(United Airlines)

Popular in

December

Cheapest in

January

Average price

$454

Good round-trip deal

$475 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 Boston Logan Intl to Santiago de los Caballeros
Search Deals
One-way flight from Boston Logan Intl to Santiago de los Caballeros
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Santiago de los Caballeros.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Santiago de los Caballeros.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston 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 October 27, 2025.
Use the filters below to find and compare flights from Boston to Santiago de los Caballeros that are best for you.

Fly from

Boston

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Thu 11/13

6:05 am-1:06 pm

1 stop6h 01m

Santiago de los Caballeros

Thu 11/20

9:01 pm-7:37 am

1 stop11h 36m

$378

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Thu 11/13

6:00 am-11:51 pm

2 stops16h 51m

Santiago de los Caballeros

Tue 11/18

6:00 am-12:23 pm

1 stop7h 23m

$388

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Tue 11/11

12:54 pm-5:43 pm

Nonstop3h 49m

Santiago de los Caballeros

Mon 12/8

6:01 am-8:59 am

Nonstop3h 58m

$397

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Thu 12/4

9:59 am-1:08 am

1 stop14h 09m

Santiago de los Caballeros

Tue 12/9

8:57 pm-11:12 am

1 stop15h 15m

$406

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Tue 1/13

6:00 am-11:51 pm

2 stops16h 51m

Santiago de los Caballeros

Tue 1/27

6:00 am-1:13 pm

1 stop8h 13m

$410

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Mon 11/24

11:59 pm-4:58 am

Nonstop3h 59m

Santiago de los Caballeros

Sat 12/20

7:00 am-10:00 am

Nonstop4h 00m

$426

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Sat 1/17

8:10 pm-9:39 am

1 stop12h 29m

Santiago de los Caballeros

Tue 1/27

4:10 am-12:15 pm

1 stop9h 05m

$427

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Sat 1/10

7:30 am-2:35 pm

1 stop6h 05m

Santiago de los Caballeros

Mon 1/19

5:10 am-8:07 am

Nonstop3h 57m

$429

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Thu 1/15

11:40 pm-4:31 am

Nonstop3h 51m

Santiago de los Caballeros

Wed 1/28

6:01 am-12:15 pm

1 stop7h 14m

$434

BostonSantiago de los Caballeros

BOS - STI

BOSSTI

Boston Logan Intl

Wed 1/14

8:00 am-12:57 pm

Nonstop3h 57m

Santiago de los Caballeros

Wed 1/28

6:01 am-5:50 pm

1 stop12h 49m

$434

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 20 results
1
2

Compare providers for flights from Boston to Santiago de los Caballeros

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Santiago de los Caballeros in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
CheapOairPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Santiago de los Caballeros flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Boston-Santiago de los Caballeros flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Boston-Santiago de los Caballeros flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Santiago de los Caballeros flights, Cheapflights users trust CheapOair the most. CheapOair has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Santiago de los Caballeros flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Boston to Santiago de los Caballeros

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

How far ahead should I book a flight from Boston to Santiago de los Caballeros?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Santiago de los Caballeros. Price data was last updated on October 24, 2025.

The price you pay for your flight from Boston to Santiago de los Caballeros may vary depending on when you book. For the best chance of a lower fare, look to book 48 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, March is the cheapest month in which you can book a flight from Boston to Santiago de los Caballeros (average of $270). Flying from Boston to Santiago de los Caballeros in April is currently the most expensive (average of $376). 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 BOS to STI?

Find hourly flight availability from Boston 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 October 27, 2025.

One of the essential ways to save on airfare from Boston to Santiago de los Caballeros is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 24% on airfare.

What is the cheapest day to fly from Boston to Santiago de los Caballeros?

Use this chart to determine the cheapest time to fly round-trip from Boston to Santiago de los Caballeros. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their Boston to Santiago de los Caballeros flight should consider departing on Friday afternoons when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Santiago de los Caballeros

Get insights into the airlines that provide service to Santiago de los Caballeros. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Santiago de los Caballeros. Reviews last updated October 27, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Boston to Santiago de los Caballeros have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,996 reviews

Overall

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,996 reviews
Delta
7.9
Good
7,996 reviews

Overall

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,997 reviews
Delta
7.9
Good
7,996 reviews

Overall

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,033 reviews
Delta
7.9
Good
7,996 reviews

Overall

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
JetBlue
7.2
Good
2,907 reviews
Delta
7.9
Good
7,996 reviews

Overall

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Spirit Airlines
6.3
Okay
8,110 reviews
Delta
7.9
Good
7,996 reviews

Overall

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Boston 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 popular is this Boston to Santiago de los Caballeros flight route?

    Flights from Boston Logan Intl to Santiago de los Caballeros have been viewed 9 times in the past calendar month.

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

    There are many flights that can get you from Boston to Santiago de los Caballeros in 3h 49m. Fly via Delta, United Airlines, or JetBlue to get the fastest option. There are 1585 mi between Boston and Santiago de los Caballeros. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Boston to Santiago de los Caballeros round-trip?

    Currently priced at $92, Frontier will fly you from Boston to Santiago de los Caballeros and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and United Airlines - these airlines can fly you to your destination from $320 and $329, respectively. Frontier is priced at 82% lower than the current average price of a flight leaving 3 months from now.

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

    Looking for the cheapest flight from Boston to Santiago de los Caballeros? While on average our users pay $399, our data indicates the cheapest price to be $108. The most popular route (Boston Logan Intl - Santiago de los Caballeros), is priced around $321.

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Boston to Santiago de los Caballeros (average of $270). Flying from Boston to Santiago de los Caballeros in April is currently the most expensive (average of $376). 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

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.

Top 6 airlines flying from Boston to Santiago de los Caballeros

Discover the top 6 airlines that operate flights from Boston 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$92Average$423FlexibilityNo cancel feeOn-time62%
DeltaCheapest$320Average$390FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$329Average$476FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$347Average$424FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$375Average$535FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$397Average$515FlexibilityNo cancel feeOn-time71%

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.