Cheap flights from Massachusetts to Caribbean from $72
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 departing on 7/13. 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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Frontier flights from Massachusetts to Caribbean
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Spirit Airlines flights from Massachusetts to Caribbean
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How to get the cheapest flight ticket from Massachusetts to Caribbean
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
What is the cheapest month to fly to Caribbean?
In general, September is the cheapest month to fly from Massachusetts to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $161. If you don’t want to visit Caribbean in September, then you should wait until August to fly from Massachusetts, when ticket prices are also cheap, with an average price of $213.
What is the cheapest day to depart on your flight to Caribbean?
The cheapest day to depart from Massachusetts to Caribbean is on a Tuesday when prices can be found for as low as $274. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $319. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.
What is the cheapest time of day to depart on your flight to Caribbean?
In the afternoon is the cheapest time of day to fly from Massachusetts to Caribbean when you can find flight prices for as low as $285. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights in the evening are often more expensive with an average ticket price of $320.
What is the cheapest Massachusetts to Caribbean flight route?
Fly from Boston Logan Intl to San Juan Luis Munoz Marin Intl for the best Massachusetts - Caribbean flight prices
How far in advance should I book a flight to Caribbean?
You are more likely to see cheaper flights to Caribbean from Massachusetts when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $267 when searching 4 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Massachusetts for as low as $219 on momondo.
What cabin class options are available on Massachusetts to Caribbean flights?
There are 4 cabin classes available to choose from on Massachusetts to Caribbean 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?
Spirit Airlines, Frontier, and JetBlue are the most popular carriers operating from Massachusetts to Caribbean
What airlines fly to Caribbean?
JetBlue, Delta and Frontier are the top three most popular airlines that fly to Caribbean 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. Keep in mind that there are 11 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.
How many flights depart from Massachusetts to Caribbean on average per day?
The number of flights available between Massachusetts and Caribbean is 29 per day as of June 2025. The most frequent departure time is 7:00PM, with 45% of daily flights leaving at noon.
How many flights depart from Massachusetts to Caribbean on average per week?
As of June 2025, there are 205 flights per week flying from Massachusetts to Caribbean. The most common day of the week flights depart is Sat, with 16% of flights taking off on this day.
Cheap Massachusetts to Caribbean flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Caribbean
When did momondo last update prices for flights from Massachusetts to Caribbean?
Prices for flights from Massachusetts to Caribbean refresh daily.
How many operators does momondo search for flights from Massachusetts to Caribbean?
The number of operators available for flights from Massachusetts to Caribbean is 12 as of June 2025.
How old do you have to be to fly from Massachusetts to Caribbean?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Massachusetts to Caribbean?
momondo data reveals that the most frequently booked plane model on the route from Massachusetts to Caribbean is Airbus A320-100/200, representing 28.79% of all bookings. The subsequent popular models are Airbus A321-100/200 at 27.41%, Airbus A220-300 at 15.17%, and Airbus A321neo at 14.98%.
Best airlines flying from Massachusetts to Caribbean
Compare and see reviews for airlines that fly from Massachusetts to Caribbean with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $75 | Free Cancellation | Rating 5.9 3,296 reviews | |||
| PriceFrom $95 | Free Cancellation | Rating 6.3 8,060 reviews | |||
| PriceFrom $142 | Free Cancellation | Rating 8.0 7,963 reviews | |||
| PriceFrom $147 | Free Cancellation | Rating 7.3 2,922 reviews | |||
| PriceFrom $188 | Free Cancellation | Rating 7.1 9,554 reviews | |||
| PriceFrom $204 | Free Cancellation | Rating 7.4 8,801 reviews | |||
| PriceFrom $288 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $330 | Free Cancellation | Rating 7.3 26 reviews | |||
| PriceFrom $353 | Free Cancellation | Rating 7.5 1,452 reviews | |||
| PriceFrom $356 | Free Cancellation | Rating 6.7 2,345 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Massachusetts to Caribbean?
Finding the right flight to Caribbean from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean quick and easy, saving you time and money.
Can I find flights from Massachusetts to Caribbean with flexible booking policies on momondo?
Yes. All flights to Caribbean from Massachusetts on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Massachusetts to Caribbean?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Massachusetts to Caribbean.
I’m not ready to book a flight from Massachusetts to Caribbean right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Massachusetts to Caribbean 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.