$188 Find Cheap Flights from Santiago de los Caballeros to Massachusetts

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 5/6. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santiago de los Caballeros to Massachusetts, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santiago de los Caballeros to Massachusetts, as well as popular online travel agencies
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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

Fri, Apr 3 - Tue, Apr 7
Spirit Airlines Logo
3:28 pm - 11:59 pm
STI
-
BOS
8h 31m
1 stop
Spirit Airlines Logo
5:45 am - 2:23 pm
BOS
-
STI
8h 38m
1 stop
$318Spirit Airlines
Wed, May 6 - Fri, May 8
United Airlines Logo
6:00 am - 12:51 pm
STI
-
BOS
6h 51m
1 stop
United Airlines Logo
6:00 am - 3:12 pm
BOS
-
STI
9h 12m
1 stop
$343United Airlines
Tue, May 5 - Tue, Sep 8
Delta Logo
8:59 pm - 11:15 am
STI
-
BOS
14h 16m
1 stop
Delta Logo
6:00 am - 7:28 pm
BOS
-
STI
13h 28m
1 stop
$347Delta
Thu, May 21 - Tue, May 26
American Airlines Logo
1:21 pm - 10:35 pm
STI
-
BOS
9h 14m
1 stop
American Airlines Logo
6:00 am - 12:21 pm
BOS
-
STI
6h 21m
1 stop
$348American Airlines
Sat, May 30 - Tue, Jun 9
American Airlines Logo
1:21 pm - 9:14 pm
STI
-
BOS
7h 53m
1 stop
American Airlines Logo
6:00 am - 12:21 pm
BOS
-
STI
6h 21m
1 stop
$349American Airlines
Wed, Apr 1 - Tue, Apr 7
Spirit Airlines Logo
3:28 pm - 11:59 pm
STI
-
BOS
8h 31m
1 stop
Spirit Airlines Logo
5:49 pm - 1:49 am
BOS
-
STI
8h 00m
1 stop
$350Spirit Airlines
Tue, May 12 - Tue, May 26
American Airlines Logo
1:32 pm - 10:02 am
STI
-
BOS
20h 30m
1 stop
American Airlines Logo
6:00 am - 12:21 pm
BOS
-
STI
6h 21m
1 stop
$351American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
1:32 pm - 7:20 am
STI
-
BOS
17h 48m
2 stops
American Airlines Logo
5:18 pm - 12:23 pm
BOS
-
STI
19h 05m
2 stops
$353American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
1:32 pm - 9:21 am
STI
-
BOS
19h 49m
2 stops
American Airlines Logo
7:18 pm - 12:23 pm
BOS
-
STI
17h 05m
2 stops
$355American Airlines
Wed, Apr 1 - Wed, Apr 8
Delta Logo
6:00 am - 10:55 pm
STI
-
BOS
16h 55m
1 stop
Delta Logo
1:55 pm - 11:54 pm
BOS
-
STI
9h 59m
1 stop
$356Delta
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.

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 72 hours was to Boston, at $529 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 72 hours was $529.

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 evening, when round-trip flights cost $495 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally at night, which is peak travel time and where the average cost of a ticket is $552.

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 $493, 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 $368 (return) on average. On the other hand, the most expensive months are August and June, when the average cost of round-trip tickets is $628 and $550 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 Thursday, as it's usually the priciest day. When flying back from Massachusetts, Thursday 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 19 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$188
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 6% 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 $331 one-way - $529 round-trip

Reviews of the top 3 airlines serving 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.
7.9
DeltaOverall score based on 8300 reviews
7.9Comfort
8.5Crew
7.8Entertainment
7.2Food
8.1Boarding
Airline reviews

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

6.0 GoodCarl, Mar 2026
ATL - ATW
Read more Delta reviews

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

8 hours late and the plane smelled like urine, that smell in the morning when your child wet the bed in the night.

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

Miserable. This entire round trip was miserable. I booked evening flights to and from Detroit on consecutive days that should have had me at my destination by 10:30. Instead I arrived after 3am on my flight to Detroit and after midnight on my return. Multiple unforced errors like awaiting bags to get put on the plane for almost an hour in Detroit and a 20 minute delay to pull up to the gate in Atlanta has me rethinking my assumption that delta is the best and most reliable airline

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

Flight cancelled 2 hours prior to boarding. No explanation. No refunds.

Well, its a hit or miss when boarding most of the time your employees just let everyone enter immediately In one bum rush. Then out of know where tell the passengers only let A can enter then b then c etc. So make a decision and stick to it. Do it by alphabet and have famn strick compliance. Let the public know. That makes easier on passengers.

Arrived as recommended at 8:15 a.m. for an 1115 flight, that kept getting delayed delayed and delayed and then finally canceled. Instructed for the split flight to go to Fort Lauderdale, and then find our way from there back to New York. I don't think I will ever trust flying with JetBlue again. This was my second horrific experience and I am really angry.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

Qatar does not answer phone calls and communicate with travelers about trip cancellations

The seats have so much room. They give great free snacks. Staff was so nice.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Flights with JetBlue from San Diego to Boston are a miserable experience. The flight was delayed about 1.5 hours due to “weather” supposedly but the flights for other airlines left on time so it just have been some kind of weather that only affects JetBlue. I had a small carry on - purse. The crew stored it in a bin 2 rows down from me because they were using the bin next to my seat for other people’s stuff. The TV screen in the emergency row seats does not work. It just was awful from start to finish. When we landed, we had to sit inside the plane for a very long time because the plane had to be moved to a different gate.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

I was in the airport when I'll check the status of my flight and it was canceled and without any reason. The worst of the worst ...

I never had an opportunity to experience them! They cancelled my flight TWICE!!!

Return flight was canceled. Needed to reschedule with another airline the next day. Cost an an additional $84. At another airport 45 miles further away

Spent seven hours in the airport with spirit pushing he flight time back two hours every two hours only to then have it canceled without explanation. The employees said, “They’ve been doing this for the last five days.” Would have been great if they told us to expect that when we arrived.

Seat do not reclined and tight space. Flight changed so many times hard to keep up.

Bad airline to travel with my flight was delayed for more than 3 hours they act like it’s normal

No WiFi, no outlets to charge phones, no complimentary beverages on a 6 hour flight

Length of flight was fine Delay of over 3 hours was very bad!! Flight down was delayed 1.5 hours

Delayed 11 hours with two being on our destinations tarmac, no compensation or refund and was told I would actually get charged a $200 cancellation fee if I decided to switch airlines for my return flight. For their inconvenience they gave a $10 meal voucher to split between two people in a airport.

Absolutely terrible, flight was cancelled and we missed our cruise. Will never fly Spirit again.

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

Information on your arrival and departure airports