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Massachusetts

$59+ 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Caribbean to Massachusetts

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean (0CB) to Massachusetts (USMA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Find flight deals from Caribbean to Massachusetts

Cheapest flights from Caribbean to Massachusetts
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 November 20, 2024.

This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/186:00 amSJU - BOS
Nonstop4h 26mFrontier
Wed 1/110:16 amBOS - SJU
Nonstop4h 05mFrontier
Deal found 11/19$85
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/186:00 amSJU - BOS
Nonstop4h 26mMultiple Airlines
Sun 1/512:43 pmBOS - SJU
Nonstop4h 10mMultiple Airlines
Deal found 11/19$92
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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.
Sun 12/226:48 pmSJU - BOS
Nonstop4h 26mSpirit Airlines
Sun 1/512:43 pmBOS - SJU
Nonstop4h 10mSpirit Airlines
Deal found 11/20$93
This eDestinos deal was found by Cheapflights users on 11/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/54:20 pmSJU - BDL
Nonstop4h 07mFrontier
Sat 12/78:27 pmBDL - SJU
Nonstop3h 58mFrontier
Deal found 11/18$129
This Booking.com deal was found by Cheapflights users on 11/20. 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.
Tue 12/244:24 pmSJU - BDL
Nonstop4h 07mMultiple Airlines
Sun 1/56:00 amBDL - SJU
1 stop13h 22mMultiple Airlines
Deal found 11/20$158
This JetBlue deal was found by Cheapflights users on 11/18. 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.
Fri 12/204:00 amSJU - BOS
Nonstop4h 09mJetBlue
Tue 1/76:55 pmBOS - SJU
Nonstop3h 59mJetBlue
Deal found 11/18$185
This Delta deal was found by Cheapflights users on 11/20. 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.
Wed 12/42:08 pmSJU - BOS
Nonstop4h 22mDelta
Wed 1/18:00 amBOS - SJU
Nonstop4h 05mDelta
Deal found 11/20$195
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Fri 11/225:50 amSJU - BOS
1 stop6h 58mAmerican Airlines
Sun 11/249:30 amBOS - SJU
1 stop10h 23mAmerican Airlines
Deal found 11/19$214
This FlightHub deal was found by Cheapflights users on 11/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/38:39 pmSJU - BDL
1 stop26h 23mSpirit Airlines
Tue 12/106:00 amBDL - SJU
1 stop13h 22mSpirit Airlines
Deal found 11/19$242
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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.
Wed 12/410:14 amKIN - BOS
1 stop14h 24mSpirit Airlines
Wed 12/115:00 amBOS - KIN
1 stop7h 07mSpirit Airlines
Deal found 11/20$247
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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.
Thu 12/192:38 pmMBJ - BOS
1 stop9h 12mSpirit Airlines
Sun 1/55:00 amBOS - MBJ
1 stop8h 30mSpirit Airlines
Deal found 11/19$248
This Priceline deal was found by Cheapflights users on 11/20. 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.
Tue 12/104:40 pmAUA - BOS
1 stop8h 58mSpirit Airlines
Tue 12/175:00 amBOS - AUA
1 stop9h 40mSpirit Airlines
Deal found 11/20$251

Find flights from Caribbean to Massachusetts within your budget

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 12/18

6:00 am-9:26 am

Nonstop4h 26m

Boston Logan Intl

Wed 1/1

10:16 am-3:21 pm

Nonstop4h 05m

$85

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 12/18

6:00 am-9:26 am

Nonstop4h 26m

Boston Logan Intl

Sun 1/5

12:43 pm-5:53 pm

Nonstop4h 10m

$92

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Sun 12/22

6:48 pm-10:14 pm

Nonstop4h 26m

Boston Logan Intl

Fri 1/3

12:43 pm-5:53 pm

Nonstop4h 10m

$93

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

Thu 1/23

11:54 am-3:13 pm

Nonstop4h 19m

Hartford Bradley Intl

Mon 1/27

11:30 am-2:19 am

1 stop13h 49m

$117

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

Thu 12/19

5:30 pm-8:37 pm

Nonstop4h 07m

Hartford Bradley Intl

Thu 1/2

6:00 am-8:22 pm

1 stop13h 22m

$167

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 12/20

4:00 am-7:09 am

Nonstop4h 09m

Boston Logan Intl

Tue 1/7

6:55 pm-11:54 pm

Nonstop3h 59m

$185

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 12/4

2:08 pm-5:30 pm

Nonstop4h 22m

Boston Logan Intl

Wed 1/1

8:00 am-1:05 pm

Nonstop4h 05m

$195

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

Tue 12/3

8:39 pm-10:02 pm

1 stop26h 23m

Hartford Bradley Intl

Tue 12/10

6:00 am-8:22 pm

1 stop13h 22m

$242

KingstonBoston

KIN - BOS

KINBOS

Kingston Norman Manley

Wed 12/4

10:14 am-12:38 am

1 stop14h 24m

Boston Logan Intl

Wed 12/11

5:00 am-12:07 pm

1 stop7h 07m

$247

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Thu 12/19

2:38 pm-11:50 pm

1 stop9h 12m

Boston Logan Intl

Sun 1/5

5:00 am-1:30 pm

1 stop8h 30m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 60 results
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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.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Caribbean to Massachusetts

Get recent, data-driven insights about flights from Caribbean to Massachusetts including ideal travel times, pricing trends, and more.

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 July is currently the most expensive (average of $311). 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 November 20, 2024.

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 November 20, 2024.

The most flights from 0CB to USMA are scheduled on a Monday (16 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (2 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 November 20, 2024.
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,461 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Copa Airlines
7.8
Good
1,785 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Finnair
7.7
Good
1,300 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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.

  • What are the cheapest airlines to fly from Caribbean to Massachusetts one-way?

    $59 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and American Airlines, with prices starting from $63 and $107, respectively.

  • Can I find deals for flights from Caribbean to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Caribbean to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to Massachusetts.

  • Can I find deals for business class flights from Caribbean to Massachusetts?

    Yes. Cheapflights offers flight deals from Caribbean to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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 July is currently the most expensive (average of $311). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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.
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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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$60Average$137FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$89Average$327FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$131Average$479FlexibilityNo cancel feeOn-time62%
DeltaCheapest$135Average$413FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$204Average$485FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$207Average$408FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$215Average$428FlexibilityNo cancel feeOn-time69%
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