Cheap flights from Massachusetts to Caribbean Islands from $76
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Caribbean Islands departing on 4/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags
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Cheap round-trip flights
KAYAK's recommended round-trip deals from the most popular airlines that fly from Massachusetts to Caribbean Islands.
Cheap one-way flights
Flying one-way? These are some of the best deals recently discovered on momondo for flights from Massachusetts to Caribbean Islands.
Cheap last minute flights
Planning a quick getaway from Massachusetts to Caribbean Islands? These are the last-minute flight deals available now.
Cheap direct flights
If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean Islands, so you can enjoy a seamless trip without layovers.
Spirit Airlines flights from Massachusetts to Caribbean Islands
Our best Spirit Airlines deals on Massachusetts to Caribbean Islands flight tickets
Spirit Airlines![Spirit Airlines]()
Oct 8![Spirit Airlines]()
Oct 15
BOS4:40 pmBoston Logan Intl
8h 31m
1 stop
SJU1:11 amSan Juan Luis Munoz Marin Intl
SJU12:55 pmSan Juan Luis Munoz Marin Intl
10h 34m
1 stop
BOS11:29 pmBoston Logan Intl
Spirit Airlines![Spirit Airlines]()
May 4![Spirit Airlines]()
May 8
BOS7:52 pmBoston Logan Intl
4h 00m
SJU11:52 pmSan Juan Luis Munoz Marin Intl
SJU1:33 amSan Juan Luis Munoz Marin Intl
17h 25m
1 stop
BOS6:58 pmBoston Logan Intl
Frontier flights from Massachusetts to Caribbean Islands
Our best Frontier deals on Massachusetts to Caribbean Islands flight tickets
Frontier![Frontier]()
May 1![Frontier]()
May 8
BOS11:43 amBoston Logan Intl
4h 01m
SJU3:44 pmSan Juan Luis Munoz Marin Intl
SJU6:30 amSan Juan Luis Munoz Marin Intl
4h 13m
BOS10:43 amBoston Logan Intl
Frontier![Frontier]()
May 15![Frontier]()
May 18
BOS11:43 amBoston Logan Intl
4h 01m
SJU3:44 pmSan Juan Luis Munoz Marin Intl
SJU6:30 amSan Juan Luis Munoz Marin Intl
4h 13m
BOS10:43 amBoston Logan Intl
See travel insights to Caribbean Islands from
How to get the cheapest flight ticket from Massachusetts to Caribbean Islands
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
Prices
Airlines
Other information
What is the cheapest month to fly to Caribbean Islands?
The month of September is, on average, the cheapest month to fly to Caribbean Islands from Massachusetts, with most prices found around $157. The month of August is another great option to travel to Caribbean Islands, with average flight prices from Massachusetts averaging around $213.
What is the cheapest day to depart on your flight to Caribbean Islands?
The cheapest day to depart from Massachusetts to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $260. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $308. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.
What is the cheapest time of day to depart on your flight to Caribbean Islands?
According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Massachusetts to Caribbean Islands in the afternoon for as low as $280. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $299. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Massachusetts to Caribbean Islands flight route?
Fly from Boston Logan Intl to San Juan Luis Munoz Marin Intl for the best Massachusetts - Caribbean Islands flight prices
How far in advance should I book a flight to Caribbean Islands?
You are more likely to see cheaper flights to Caribbean Islands from Massachusetts when booking 3 weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $261 when searching 3 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Massachusetts for as low as $213 on momondo.
What cabin class options are available on Massachusetts to Caribbean Islands flights?
There are 4 cabin classes available to choose from on Massachusetts to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Massachusetts to Caribbean Islands?
Spirit Airlines, Frontier, and Southwest are the most popular carriers operating from Massachusetts to Caribbean Islands
What airlines fly to Caribbean Islands?
JetBlue, Delta and Frontier are the top three most popular airlines that fly to Caribbean Islands from Massachusetts according to our data. JetBlue is the first choice among our users, with 62% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 10 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.
How many flights depart from Massachusetts to Caribbean Islands on average per day?
As of April 2025, there are 36 flights per day flying from Massachusetts to Caribbean Islands. The most common time of day flights depart is 7:00PM, with 41% of flights taking off at noon.
How many flights depart from Massachusetts to Caribbean Islands on average per week?
The number of flights available between Massachusetts and Caribbean Islands is 252 per week as of April 2025. The most frequent departure day is Thu, with 18% of weekly flights leaving on this day.
Cheap Massachusetts to Caribbean Islands flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Caribbean Islands
Best Price Found | $76 |
|---|---|
Fastest flight time | 3h 22m |
Direct flights | Every day |
Airports in Caribbean Islands | 8 airports |
When did momondo last update prices for flights from Massachusetts to Caribbean Islands?
Prices for flights from Massachusetts to Caribbean Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Massachusetts to Caribbean Islands?
As of April 2025, there are 11 operators available to choose from for flights from Massachusetts to Caribbean Islands.
How old do you have to be to fly from Massachusetts to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Massachusetts to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Massachusetts to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Massachusetts to Caribbean Islands is Airbus A321neo, representing 11.34% of all bookings. The subsequent popular models are Airbus A321-100/200 at 8.26%, Airbus A320neo at 7.47%, and Airbus A220-300 at 7.39%.
Best airlines flying from Massachusetts to Caribbean Islands
Compare and see reviews for airlines that fly from Massachusetts to Caribbean Islands with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $76 | Free Cancellation | Rating 6.0 3,281 reviews | |||
| PriceFrom $85 | Free Cancellation | Rating 6.3 7,926 reviews | |||
| PriceFrom $141 | Free Cancellation | Rating 8.0 7,916 reviews | |||
| PriceFrom $142 | Free Cancellation | Rating 7.3 2,926 reviews | |||
| PriceFrom $204 | Free Cancellation | Rating 7.4 8,667 reviews | |||
| PriceFrom $266 | Free Cancellation | Rating 7.0 9,139 reviews | |||
| PriceFrom $282 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $292 | Free Cancellation | Rating 6.7 2,316 reviews | |||
| PriceFrom $364 | Free Cancellation | Rating 7.5 1,409 reviews | |||
| PriceFrom $427 | Free Cancellation | Rating 8.0 4,280 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Massachusetts to Caribbean Islands?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Massachusetts to Caribbean Islands. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Massachusetts to Caribbean Islands with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Caribbean Islands from Massachusetts with this policy.
How can momondo help me find flights from Massachusetts to Caribbean Islands?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Massachusetts.
I’m not ready to book a flight from Massachusetts to Caribbean Islands right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Massachusetts to Caribbean Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.
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