$211 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 2/10. 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

Thu, Feb 12 - Fri, Feb 27
Spirit Airlines Logo
4:40 pm - 11:44 pm
STI
-
BOS
8h 04m
1 stop
Spirit Airlines Logo
5:27 am - 3:35 pm
BOS
-
STI
9h 08m
1 stop
$325Spirit Airlines
Thu, Feb 12 - Wed, Feb 18
Spirit Airlines Logo
4:40 pm - 1:28 pm
STI
-
BOS
21h 48m
2 stops
Spirit Airlines Logo
5:27 am - 3:35 pm
BOS
-
STI
9h 08m
1 stop
$326Spirit Airlines
Thu, Feb 26 - Thu, Mar 5
Spirit Airlines Logo
4:40 pm - 11:44 pm
STI
-
BOS
8h 04m
1 stop
Spirit Airlines Logo
5:27 am - 3:35 pm
BOS
-
STI
9h 08m
1 stop
$327Spirit Airlines
Wed, Mar 25 - Thu, Mar 26
Spirit Airlines Logo
2:46 am - 3:28 pm
STI
-
BOS
12h 42m
1 stop
Spirit Airlines Logo
5:49 pm - 1:49 am
BOS
-
STI
8h 00m
1 stop
$330Spirit Airlines
Wed, Feb 25 - Wed, Apr 8
Spirit Airlines Logo
4:40 pm - 11:44 pm
STI
-
BOS
8h 04m
1 stop
Spirit Airlines Logo
9:35 am - 1:49 am
BOS
-
STI
16h 14m
2 stops
$331Spirit Airlines
Tue, Feb 10 - Wed, Feb 25
Spirit Airlines Logo
4:40 pm - 11:57 pm
STI
-
BOS
8h 17m
1 stop
Spirit Airlines Logo
5:27 am - 3:35 pm
BOS
-
STI
9h 08m
1 stop
$332Spirit Airlines
Sat, Feb 14 - Wed, Feb 18
Spirit Airlines Logo
4:40 pm - 11:44 pm
STI
-
BOS
8h 04m
1 stop
Spirit Airlines Logo
4:22 pm - 3:35 pm
BOS
-
STI
22h 13m
3 stops
$336Spirit Airlines
Sun, Feb 15 - Tue, Feb 17
Multiple Airlines Logo
4:40 pm - 10:26 am
STI
-
BOS
18h 46m
1 stop
Multiple Airlines Logo
6:00 am - 3:35 pm
BOS
-
STI
32h 35m
2 stops
$337Multiple Airlines
Sun, Feb 15 - Sun, Feb 22
Multiple Airlines Logo
4:40 pm - 11:44 pm
STI
-
BOS
8h 04m
1 stop
Multiple Airlines Logo
6:00 am - 3:35 pm
BOS
-
STI
32h 35m
2 stops
$338Multiple Airlines
Fri, Feb 6 - Sat, Feb 21
Spirit Airlines Logo
4:40 pm - 11:57 pm
STI
-
BOS
8h 17m
1 stop
Spirit Airlines Logo
8:32 pm - 3:35 pm
BOS
-
STI
18h 03m
1 stop
$339Spirit 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.

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 $265 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 $265.

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 $547, 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 $392 (return) on average. On the other hand, the most expensive months are August and June, when the average cost of round-trip tickets is $613 and $553 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 Monday, as it's usually the priciest day. When flying back from Massachusetts, Thursday is the cheapest day to fly and Tuesday 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 3 weeks before departure, which saves you about 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$209
Best time to beat the crowds but there is an average 3% 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.

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

    The cheapest time of day to fly to Massachusetts is generally in the afternoon, when round-trip flights cost $483 on average. Morning departures are around 9% 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 $539.

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 $297 one-way - $383 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.
7.2
JetBlueOverall score based on 2891 reviews
7.2Entertainment
6.6Food
8.0Crew
7.5Comfort
7.4Boarding
Airline reviews

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

2.0 MediocreAnonymous, Jan 2026
JFK - BNA
Read more JetBlue reviews

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Our flight was delayed 5 hours, very disorganized, bad communication, confusion. Only good thing was the crew.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

we were delayed because of some safety check that wasn't done or available

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

very difficult boarding process - aggressive passengers not the friendliest crew

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

It was smooth sailing snags we had a really smooth landing and a great flight!

The entire experience was so surprisingly pleasant. And the blocked extra seat between us was such an amazing and nice bonus. Great experience all around and I can’t wait to fly with spirit again!

Everything was OK, the deicing took a long time, our connections were almost missed.

All very good except they didn’t load our walker so haven’t gotten it yet

Flight was cancelled. But kayak thought it was still on time.

For the cost you can't e too critical, but the inablitiy to recline the seat and minimal cushioning in the seats made for a less than comfortable flight. Other than that we had an ealry departure and arrival, boarding was smooth.

The flight was delayed by 2 hours and we had no food or water or chargers

Spirit was on time. They maintained updates and information. The crew was friendly and professional. Because this is a budget friendly airline, they have dispensed with a lot of frills and part of that comes with a price, for example, the seats are not quite as comfortable as others. I am ok with a pay for beverage and snack service as I prefer my own anyway so this was not a concern. I thought overall, having a great flight crew and on time service was definitely worth losing some of the frills from other carriers.

Nothing everything cost money a bottle of water is 5 dollars and there wasn't even an outlet to plug 🔌 in my 📱 phone

You can’t beat Spirit’s prices on tickets, especially with the positive experience that comes with it! I appreciated the timeliness of Spirit airlines. The crew in the airport was very kind and wished you a good flight by name. The crew on the flight was attentive and friendly. Overall, I am very pleased with my experience with Spirit.

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

Information on your arrival and departure airports