$259 Find Cheap Flights from Santiago de los Caballeros to Massachusetts - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Santiago de los Caballeros to Massachusetts departing on 10/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Book Cheap Santiago de los Caballeros to Massachusetts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Santiago de los Caballeros to Massachusetts that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Santiago de los Caballeros to Massachusetts

Thu, Sep 17 - Wed, Sep 23
JetBlue Logo
10:05 am - 11:18 pm
STI
-
BOS
13h 13m
1 stop
JetBlue Logo
8:15 pm - 8:55 am
BOS
-
STI
12h 40m
1 stop
$463JetBlue
Wed, Dec 16 - Tue, Jan 19
United Airlines Logo
12:52 pm - 11:54 pm
STI
-
BOS
12h 02m
2 stops
United Airlines Logo
9:30 am - 11:51 pm
BOS
-
STI
13h 21m
2 stops
$472United Airlines
Mon, Dec 14 - Mon, Jan 18
United Airlines Logo
6:00 am - 6:13 pm
STI
-
BOS
13h 13m
1 stop
United Airlines Logo
7:30 am - 11:51 pm
BOS
-
STI
15h 21m
1 stop
$472United Airlines
Wed, Dec 16 - Mon, Jan 18
United Airlines Logo
4:00 pm - 11:17 pm
STI
-
BOS
8h 17m
1 stop
United Airlines Logo
12:30 pm - 11:51 pm
BOS
-
STI
10h 21m
1 stop
$472United Airlines
Fri, Nov 6 - Mon, Nov 9
JetBlue Logo
4:43 pm - 12:19 am
STI
-
BOS
8h 36m
1 stop
JetBlue Logo
6:00 pm - 8:02 am
BOS
-
STI
13h 02m
1 stop
$474JetBlue
Fri, Sep 25 - Thu, Oct 15
JetBlue Logo
10:05 am - 8:41 pm
STI
-
BOS
10h 36m
1 stop
JetBlue Logo
8:15 pm - 8:54 am
BOS
-
STI
12h 39m
1 stop
$474JetBlue
Fri, Sep 18 - Wed, Sep 23
JetBlue Logo
10:05 am - 8:41 pm
STI
-
BOS
10h 36m
1 stop
JetBlue Logo
8:15 pm - 8:55 am
BOS
-
STI
12h 40m
1 stop
$474JetBlue
Sat, Dec 12 - Sat, Jan 9
Delta Logo
6:40 am - 6:55 pm
STI
-
BOS
13h 15m
1 stop
Delta Logo
1:10 pm - 11:50 pm
BOS
-
STI
9h 40m
1 stop
$486Delta
Fri, Sep 18 - Wed, Sep 23
Delta Logo
1:55 pm - 11:10 pm
STI
-
BOS
9h 15m
1 stop
Delta Logo
6:05 am - 12:26 pm
BOS
-
STI
6h 21m
1 stop
$486Delta
Sun, Dec 13 - Sat, Jan 9
Delta Logo
9:00 pm - 7:20 am
STI
-
BOS
11h 20m
1 stop
Delta Logo
1:10 pm - 11:50 pm
BOS
-
STI
9h 40m
1 stop
$486Delta
Booking Insights

KAYAK's insights & trends for Santiago de los Caballeros to Massachusetts flights

Get data-powered insights and trends into flights from Santiago de los Caballeros to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Santiago de los Caballeros to Massachusetts?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Santiago de los Caballeros to Massachusetts departing in December.

Flight prices are below average for this route right now.

Flights to Massachusetts from Santiago de los Caballeros usually cost between $562 and $767 in December.
The lowest price found in the past 5 days was $472 on United Airlines (Dec 15-Jan 19).

What is the cheapest Santiago de los Caballeros to Massachusetts flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Massachusetts from Santiago de los Caballeros found in the last 5 days was to Boston, at $502 round-trip. The most popular route is from Santiago de los Caballeros (STI) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 5 days was $502.

What is the cheapest time of day to fly to Massachusetts?

The average price for all round-trip flights from Santiago de los Caballeros to Massachusetts depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $561 on average. Morning departures are around 6% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the evening, which is peak travel time and where the average cost of a ticket is $598.

Can I save money by flying with a layover from Santiago de los Caballeros to Massachusetts?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $622, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Santiago de los Caballeros to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Santiago de los Caballeros to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Santiago de los Caballeros to Massachusetts is February, when tickets cost $362 (return) on average. On the other hand, the most expensive months are August and May, when the average cost of round-trip tickets is $670 and $599 respectively.

What’s the cheapest day of the week to fly from Santiago de los Caballeros to Massachusetts?

The average price of all round-trip flights from Santiago de los Caballeros to Massachusetts clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Santiago de los Caballeros to Massachusetts, look for departures on Wednesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Massachusetts, Saturday is the cheapest day to fly and Monday is the most expensive.

How far in advance should I book a flight from Santiago de los Caballeros to Massachusetts?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Santiago de los Caballeros to Massachusetts, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Santiago de los Caballeros to Massachusetts, you should book around 4 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low season

January

Cheapest flight

$259
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Santiago de los Caballeros to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Santiago de los Caballeros to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Santiago de los Caballeros to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Santiago de los Caballeros to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Santiago de los Caballeros to Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Santiago de los Caballeros to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Santiago de los Caballeros to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Santiago de los Caballeros to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Santiago de los Caballeros to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Massachusetts

  • Looking for a cheap flight? 25% of our users found tickets from Santiago de los Caballeros to the following destinations at these prices or less: Boston $385 one-way - $562 round-trip

Reviews of the top airlines flying from Santiago de los Caballeros to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Santiago de los Caballeros to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Santiago de los Caballeros to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8483 reviews
8.1Boarding
8.5Crew
7.2Food
7.8Entertainment
7.8Comfort
Airline reviews

My experience with Delta started with my luggage being found ripped open with items missing. The baggage office told me to bring the bag, and I wanted them to see how I found it. The agent refused, so I carried my bag into the office myself. The agent was nice enough to fix the zipper and gave me a red card with a number to call. I followed the steps; first one department, then the baggage department took over. This took more than two hours on the phone. The return flight was okay. The flight lead was checking her meals and then asked if we wanted anything before departure. However, throughout the flight, I had to ask for things because she was reading her book;which I have no issue with if she had been more attentive. At the end of the flight, the pilot appeared annoyed with the flight lead for not following his instructions regarding a meal he had requested; a chicken sandwichand said, "I asked for that for the flight." On the positive side, my work event in Vegas went well, and now I'm home relaxing.

4.0 OkayNoel, Aug 2026
LAS - BOS
Read more Delta reviews

My experience with Delta started with my luggage being found ripped open with items missing. The baggage office told me to bring the bag, and I wanted them to see how I found it. The agent refused, so I carried my bag into the office myself. The agent was nice enough to fix the zipper and gave me a red card with a number to call. I followed the steps; first one department, then the baggage department took over. This took more than two hours on the phone. The return flight was okay. The flight lead was checking her meals and then asked if we wanted anything before departure. However, throughout the flight, I had to ask for things because she was reading her book;which I have no issue with if she had been more attentive. At the end of the flight, the pilot appeared annoyed with the flight lead for not following his instructions regarding a meal he had requested; a chicken sandwichand said, "I asked for that for the flight." On the positive side, my work event in Vegas went well, and now I'm home relaxing.

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

It was strange that the flight attendant was so adamant about having phones turned to airplane mode that he was calling out names from networks shown and waiting until they were all gone. I've never experienced that before, and after already working through an hour+ delay, it felt tone deaf. I take dozens of flights per year and have never experienced anything similar.

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

This flight was originally delayed by ~45 minutes; which is fine. However, there were additional delays due to late offboarding of the prior flight, unclear issues with the boarding process, delays on the tarmac, and exceptionally long taxiing. None of these issues were communicated proactively. Additionally, the flight had exceptionally rough turbulence, which led to a very uncomfortable flight and no traditional beverage service. Again, this is understandable, but it was not communicated up-front by the flight team.

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

If you cant travel Delta One, Comfort Class is the next best thing!

Arrived early, comfortable seats (Comfort+). Mediocre food, poor wifi (intermittent).

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

Flight was delayed. But my finances flight with JetBlue a week before same route was extra delayed and then cancelled at 2am when his flight was suppose to take off at 7pm was never provided a hotel or anything. Came back to airport and his rescheduled flight was cancelled again for 2 days later. Was told since it was a weather issue they don’t do refunds. But that’s a lie because I booked him on another airline at the same time and they were able to take off perfectly fine

Separated a pair of family members(father and teenage daughter) on all legs of the flight that were booked together, just to create an upsell. Food was horrible and only catered to vegetarians and gluten free crowd. I’d rather give more of my money to another straight shooting airline.

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

Every time I leave from sti Dominican Republic, there is always a delay with a flight , causing a rush to make it to the next flight considering you have to go threw immigration

For whatever reason, I could not check in online. Kept getting the "It's not you it's us" message. Even when we tried the kiosk at the airport - same results. The check-in person had a very difficult time getting our boarding passes together despite the fact that we could show confirmation on the jetblue website. After a very long time we finally got boarding passes. The only other issue is, my vegetarian meal featured chicken.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

I paid for the service of having the right to choose my seat and it was not like that, they put me where they wanted and I explained to one of the staff that they were before boarding and they were very rude. I am traveling with the family and they put us in separate seats.

Everything you need to know for your flight from Santiago de los Caballeros to Massachusetts

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