$201 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 5/23. 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, May 29 - Fri, Jun 5
Multiple Airlines Logo
4:15 pm - 11:54 pm
STI
-
BOS
7h 39m
1 stop
Multiple Airlines Logo
8:09 pm - 11:59 pm
BOS
-
STI
3h 50mnonstop
$399Multiple Airlines
Fri, May 15 - Sun, May 17
Delta Logo
8:59 pm - 7:22 am
STI
-
BOS
10h 23m
1 stop
Delta Logo
9:05 am - 7:29 pm
BOS
-
STI
10h 24m
1 stop
$411Delta
Fri, Oct 9 - Wed, Oct 14
Delta Logo
8:31 pm - 11:19 am
STI
-
BOS
14h 48m
1 stop
Delta Logo
6:00 am - 7:06 pm
BOS
-
STI
13h 06m
1 stop
$415Delta
Thu, May 21 - Thu, May 28
Delta Logo
8:59 pm - 7:22 am
STI
-
BOS
10h 23m
1 stop
Delta Logo
6:00 am - 7:28 pm
BOS
-
STI
13h 28m
1 stop
$423Delta
Tue, May 26 - Sat, May 30
JetBlue Logo
5:01 am - 8:56 am
STI
-
BOS
3h 55mnonstop
JetBlue Logo
8:09 pm - 11:59 pm
BOS
-
STI
3h 50mnonstop
$441JetBlue
Thu, May 21 - Tue, May 26
JetBlue Logo
10:45 am - 2:39 pm
STI
-
BOS
3h 54mnonstop
JetBlue Logo
5:35 am - 9:20 am
BOS
-
STI
3h 45mnonstop
$449JetBlue
Sat, May 30 - Sat, Jun 6
JetBlue Logo
5:01 am - 8:56 am
STI
-
BOS
3h 55mnonstop
JetBlue Logo
8:09 pm - 11:59 pm
BOS
-
STI
3h 50mnonstop
$450JetBlue
Thu, May 21 - Tue, May 26
JetBlue Logo
5:01 am - 8:56 am
STI
-
BOS
3h 55mnonstop
JetBlue Logo
5:35 am - 9:20 am
BOS
-
STI
3h 45mnonstop
$454JetBlue
Thu, May 14 - Thu, May 28
Delta Logo
8:59 pm - 7:22 am
STI
-
BOS
10h 23m
1 stop
Delta Logo
6:00 am - 7:28 pm
BOS
-
STI
13h 28m
1 stop
$457Delta
Fri, Jun 5 - Fri, Jun 12
American Airlines Logo
7:04 am - 10:15 pm
STI
-
BOS
15h 11m
1 stop
American Airlines Logo
5:01 am - 9:12 pm
BOS
-
STI
16h 11m
1 stop
$469American Airlines
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 May.

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 $501 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 $501.

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 $501 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 $558.

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 $653, 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 January, when tickets cost $127 (return) on average. On the other hand, the most expensive months are August and May, when the average cost of round-trip tickets is $329 and $300 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 21 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$201
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 $293 one-way - $574 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 8461 reviews
7.8Entertainment
7.2Food
8.1Boarding
7.9Comfort
8.5Crew
Airline reviews

Boarding in Amsterdam is always chaotic. More complicated than needs to be ( boarding pass checked twice, once for general security, then by the airline). The bathrooms on this flight are dirty, and smelly. The food was mediocre at best The crew was decent

6.0 GoodAnonymous, May 2026
AMS - DTW
Read more Delta reviews

Boarding in Amsterdam is always chaotic. More complicated than needs to be ( boarding pass checked twice, once for general security, then by the airline). The bathrooms on this flight are dirty, and smelly. The food was mediocre at best The crew was decent

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

Round trip flight to Canada and back to the US was smooth and efficient.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

Spanish speaker flight attendants were incredibly rude. A male flight attendant named Allen, grabbed my bag out of the overhead bin and moved it without my permission. When I asked what he was doing, he informed me that the overhead bins were public space? It would be easy to ignore this comment, as you don’t know the whole story, but the flight attendants were militant and rude. Delta, you can do better!

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

Jet Blue has excellent everything, Friendly customer service and staff, clean aircraft’s and is always on time.

Entertainment and wifi were very sub-par - audio issues and no wifi

They forced me to check my hand luggage at the gate.

Still hasn’t left. Why are you asking how it was?

Shut down without prior notice End up with spending lots of extra $$$

There was a crack in my window seal. And Spirit is now closed forever.

The company went out of business and now I'm stuck in Ft. Lauderdale. Would not recommend.

Spirit changed flight times by 12 hours with coming and going so I refunded tickets and drove

The airline cancel mi flight, lost a lot of money!!!

They closed the doors earlier than posted. I missed my flight with a slim 5 minutes bc they closed the doors earlier than earlier. My luggage never made it onto the flight and I had to find a new flight to Dallas bc the only option they could rebook me on was for leaving miami.

The agent cancel my flight without my consent. So the situation generate me a lot of troubles, specially because we were traveling with a baby

Wonderful! Very polite crew that was dedicated to excellent customer service

Everyone was nice but it's budget. There's nothing free and no entertainment

The AC broke and we were onboard for 2 hrs waiting for them to fix it. It was so hot and we could not get any water or anything to drink. They finally let us off the plane after the second attempt and we boarded a new plane. We didn't land till 12:15am!

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

Information on your arrival and departure airports