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Jamaica

$108+ Cheap flights from Massachusetts to Jamaica

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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MBJ
Apr 27 — May 41
Mon 4/27
Mon 5/4
1 adult, Economy
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Cheap flight deals from Massachusetts to Jamaica

Cheapest flights from Massachusetts to Jamaica
Explore the most affordable flight options available from Massachusetts to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2026.

This Expedia deal was found by Cheapflights users on 3/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
BOS
-
MBJ
1 stop7h 11m
Frontier
Sun 5/101:16 pm
MBJ
-
BOS
1 stop17h 33m
Frontier
Deal found 3/26$336
This Expedia deal was found by Cheapflights users on 3/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:20 am
BOS
-
MBJ
1 stop8h 22m
Multiple Airlines
Fri 4/1711:30 am
MBJ
-
BOS
Nonstop4h 14m
Multiple Airlines
Deal found 3/27$337
This Priceline deal was found by Cheapflights users on 3/26. 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.
Mon 5/118:44 am
BOS
-
MBJ
2 stops28h 27m
Frontier
Fri 5/151:16 pm
MBJ
-
BOS
1 stop11h 08m
Frontier
Deal found 3/26$339
This CheapOair deal was found by Cheapflights users on 3/24. 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.
Mon 4/135:45 am
BOS
-
MBJ
1 stop6h 20m
Spirit Airlines
Thu 4/161:21 pm
MBJ
-
BOS
1 stop9h 36m
Spirit Airlines
Deal found 3/24$341
This Priceline deal was found by Cheapflights users on 3/24. 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.
Wed 5/66:00 am
BOS
-
MBJ
1 stop7h 11m
Frontier
Sat 5/91:16 pm
MBJ
-
BOS
2 stops18h 56m
Frontier
Deal found 3/24$343
This Priceline deal was found by Cheapflights users on 3/25. 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 5/510:07 am
BOS
-
MBJ
2 stops27h 04m
Frontier
Tue 5/121:16 pm
MBJ
-
BOS
2 stops20h 50m
Frontier
Deal found 3/25$345
This CheapOair deal was found by Cheapflights users on 3/27. 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.
Fri 5/112:42 pm
BOS
-
MBJ
1 stop24h 30m
Frontier
Tue 5/51:16 pm
MBJ
-
BOS
2 stops20h 50m
Frontier
Deal found 3/27$348
This Justfly.com deal was found by Cheapflights users on 3/25. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
BOS
-
MBJ
1 stop7h 11m
Frontier
Sun 5/311:16 pm
MBJ
-
BOS
2 stops20h 50m
Frontier
Deal found 3/25$349
This Priceline deal was found by Cheapflights users on 3/25. 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.
Sat 5/98:40 am
BOS
-
MBJ
2 stops28h 31m
Frontier
Sat 5/161:16 pm
MBJ
-
BOS
1 stop11h 08m
Frontier
Deal found 3/25$351
This United Airlines deal was found by Cheapflights users on 3/28. 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.
Tue 6/306:10 am
ALB
-
MBJ
2 stops10h 00m
United Airlines
Tue 7/74:12 pm
MBJ
-
ALB
1 stop6h 35m
United Airlines
Deal found 3/28$352
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Tue 6/97:20 am
BDL
-
MBJ
1 stop7h 35m
American Airlines
Thu 6/252:08 pm
MBJ
-
BDL
1 stop8h 51m
American Airlines
Deal found 3/26$352
This Priceline deal was found by Cheapflights users on 3/27. 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.
Fri 5/89:57 am
BOS
-
MBJ
2 stops27h 14m
Frontier
Mon 5/111:16 pm
MBJ
-
BOS
1 stop11h 08m
Frontier
Deal found 3/27$353

Find flight deals from Massachusetts to Jamaica

Keep the following information in mind while searching for Massachusetts to Jamaica flight deals. Data was last updated March 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$336
(Expedia)

One-way from

$108
(Priceline)

Popular in

April

Cheapest in

January

Average price

$457

Good round-trip deal

$471 or less

Good one-way deal

$202 or less
Provider with most accurate pricing for Boston Logan Intl-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Montego Bay Sangster Intl flights.
Search Deals
From Massachusetts to Jamaica
Search Deals
One-way flight from Massachusetts to Jamaica
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Massachusetts to Jamaica.
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Price to beat on a one-way flight from Massachusetts to Jamaica.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Jamaica 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 March 28, 2026.
Use the filters below to find and compare flights from Massachusetts to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AlbanyMontego Bay

ALB - MBJ

ALBMBJ

Albany Intl

Tue 6/30

6:10 am-3:10 pm

2 stops10h 00m

Montego Bay Sangster Intl

Tue 7/7

4:12 pm-10:43 am

2 stops17h 31m

$357

AlbanyMontego Bay

ALB - MBJ

ALBMBJ

Albany Intl

Thu 7/9

7:26 pm-11:47 am

2 stops17h 21m

Montego Bay Sangster Intl

Mon 7/13

5:17 pm-10:53 am

2 stops16h 36m

$357

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Wed 5/6

6:00 am-1:25 pm

1 stop8h 25m

Montego Bay Sangster Intl

Tue 5/12

1:15 pm-10:57 pm

1 stop8h 42m

$357

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Wed 5/6

6:05 am-3:10 pm

1 stop10h 05m

Montego Bay Sangster Intl

Wed 5/13

2:40 pm-9:37 am

2 stops17h 57m

$357

AlbanyMontego Bay

ALB - MBJ

ALBMBJ

Albany Intl

Sat 5/9

6:00 am-12:50 pm

1 stop7h 50m

Montego Bay Sangster Intl

Sat 5/16

1:52 pm-12:48 am

1 stop9h 56m

$372
Quickest round-trip

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Tue 6/16

6:00 am-3:10 pm

1 stop10h 10m

Montego Bay Sangster Intl

Thu 7/2

4:12 pm-11:59 pm

1 stop6h 47m

$372

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Sun 5/3

8:25 pm-1:30 pm

2 stops18h 05m

Montego Bay Sangster Intl

Wed 5/6

4:12 pm-11:59 pm

1 stop6h 47m

$382

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Tue 5/12

6:00 am-11:43 am

1 stop6h 43m

Montego Bay Sangster Intl

Tue 5/19

2:40 pm-9:25 am

2 stops17h 45m

$387

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Wed 5/6

9:30 am-3:10 pm

1 stop6h 40m

Montego Bay Sangster Intl

Sat 5/9

4:12 pm-11:01 am

2 stops17h 49m

$387

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Mon 5/25

6:00 am-11:43 am

1 stop6h 43m

Montego Bay Sangster Intl

Fri 5/29

4:12 pm-11:16 am

2 stops18h 04m

$387

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Massachusetts to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Massachusetts 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.

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to Jamaica

What is the cheapest month to book a flight from Massachusetts to Jamaica?

Currently, March is the cheapest month in which you can book a flight from Massachusetts to Jamaica (average of $200). Flying from Massachusetts to Jamaica in August is currently the most expensive (average of $366). 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 MA to JM?

Find hourly flight availability from Massachusetts to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2026.

When flying from Massachusetts to Jamaica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Massachusetts to Jamaica flight route?

    The Massachusetts to Jamaica flight path was viewed by 9 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Massachusetts to Jamaica?

    A quick flight from Massachusetts to Jamaica can take about 10h. United Airlines provides one of the quickest options available for as low as $357. Airlines will cover a distance of 1691 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    One-way options have recently been found by users for as low as $98 on Spirit Airlines. Other airlines that offer cheap prices include Delta from $152 and Southwest from $156 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Massachusetts to Jamaica 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 Massachusetts to Jamaica?

    Currently, March is the cheapest month in which you can book a flight from Massachusetts to Jamaica (average of $200). Flying from Massachusetts to Jamaica in August is currently the most expensive (average of $366). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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John F Kennedy Intl to Luis Munoz Marin Intl flights
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O'Hare Intl to Luis Munoz Marin Intl flights
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John F Kennedy Intl to Montego Bay flights
Atlanta to Luis Munoz Marin Intl flights
Newark to Santo Domingo flights
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Atlanta to Punta Cana flights
George Bush Intcntl to Luis Munoz Marin Intl flights
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LaGuardia to Santo Domingo flights
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John F Kennedy Intl to Providenciales flights
LaGuardia to Santiago de los Caballeros flights
Newark to Simpson Bay flights
O'Hare Intl to Punta Cana flights
Miami to Luis Munoz Marin Intl flights
Philadelphia to Punta Cana flights
Dallas/Fort Worth to Punta Cana flights
Boston to Santo Domingo flights
Baltimore to Punta Cana flights
Atlanta to Montego Bay flights
John F Kennedy Intl to Nassau flights
Fort Lauderdale to Punta Cana flights

Top 8 airlines flying from Massachusetts to Jamaica

Discover the top 8 airlines that operate flights from Massachusetts to Jamaica. 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 March 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$143Average$399FlexibilityNo cancel feeOn-time65%
FrontierCheapest$166Average$590FlexibilityNo cancel feeOn-time62%
DeltaCheapest$198Average$527FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$305Average$549FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$360Average$478FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$365Average$622FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$381Average$616FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$452Average$676FlexibilityNo cancel feeOn-time63%

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