$99+ Cheap flights from Caribbean to Massachusetts
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/25. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Caribbean to Massachusetts with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Caribbean to Massachusetts
Keep the following information in mind while searching for Caribbean to Massachusetts flight deals. Data was last updated June 12, 2025.
Round-trip from | $165 (SmartFares) |
|---|---|
One-way from | $99 (Frontier) |
Popular in | June |
Cheapest in | September |
Average price | $284 |
Good round-trip deal | $205 or less |
Good one-way deal | $157 or less |
Find flight deals from Caribbean to Massachusetts
Cheapest flights from Caribbean to MassachusettsExplore the most affordable flight options available from Caribbean to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.
Explore the most affordable flight options available from Caribbean to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.
This SmartFares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Priceline deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Priceline deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This SmartFares deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Booking.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Caribbean to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Thu 6/26
9:30 am-1:37 pm
Nonstop4h 07m
Boston Logan Intl
Sun 6/29
9:44 am-9:04 pm
1 stop11h 20m
San JuanHartford
SJU - BDL
SJUBDL
San Juan Luis Munoz Marin Intl
Thu 9/18
3:40 am-12:26 pm
1 stop8h 46m
Hartford Bradley Intl
Fri 9/26
1:11 pm-2:34 am
1 stop13h 23m
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Wed 8/27
12:59 am-8:42 am
1 stop7h 43m
Boston Logan Intl
Sun 8/31
10:36 am-11:54 pm
1 stop13h 18m
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Thu 6/26
9:30 am-1:37 pm
Nonstop4h 07m
Boston Logan Intl
Sun 6/29
12:55 pm-12:44 am
1 stop11h 49m
San JuanHartford
SJU - BDL
SJUBDL
San Juan Luis Munoz Marin Intl
Thu 8/21
5:41 pm-8:10 am
1 stop14h 29m
Hartford Bradley Intl
Sat 9/20
9:15 am-4:46 pm
1 stop7h 31m
San JuanHartford
SJU - BDL
SJUBDL
San Juan Luis Munoz Marin Intl
Thu 8/21
5:41 pm-8:10 am
1 stop14h 29m
Hartford Bradley Intl
Mon 9/1
9:09 pm-1:04 am
Nonstop3h 55m
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Fri 7/4
1:33 pm-5:44 pm
Nonstop4h 11m
Boston Logan Intl
Sun 7/6
8:15 am-12:23 pm
Nonstop4h 08m
San JuanBoston
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
Thu 6/26
6:00 am-10:07 am
Nonstop4h 07m
Boston Logan Intl
Sat 7/12
10:10 am-2:15 pm
Nonstop4h 05m
Montego BayBoston
MBJ - BOS
MBJBOS
Montego Bay Sangster Intl
Wed 7/9
12:10 pm-7:34 pm
1 stop6h 24m
Boston Logan Intl
Mon 7/28
8:39 pm-11:05 am
1 stop15h 26m
Punta CanaBoston
PUJ - BOS
PUJBOS
Punta Cana
Wed 7/23
3:25 pm-11:48 pm
1 stop8h 23m
Boston Logan Intl
Wed 7/30
6:10 am-2:30 pm
1 stop8h 20m
Best time to book a flight from Caribbean to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Caribbean with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Caribbean to Massachusetts
What is the cheapest month to book a flight from Caribbean to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Caribbean to Massachusetts (average of $218). Flying from Caribbean to Massachusetts in June is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CB to MA?
Find hourly flight availability from Caribbean to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.
When flying from Caribbean to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Caribbean to Massachusetts
Explore weekly flight availability from Caribbean to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 12, 2025.
The most flights from 0CB to USMA are scheduled on a Monday (30 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 on average).
Rainfall in Massachusetts by month
Plan your trip to Massachusetts by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.
Temperature in Massachusetts by month
Plan your trip to Massachusetts by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).
Reviews of airlines servicing Massachusetts
Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated June 12, 2025.
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from Caribbean to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Caribbean to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from Caribbean to Massachusetts
Discover the top 7 airlines that operate flights from Caribbean to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$251 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$69 | Average$323 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$131 | Average$482 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$133 | Average$425 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$207 | Average$397 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$346 | Average$495 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$349 | Average$505 | FlexibilityNo cancel fee | On-time71% |