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Jamaica

$99+ 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MBJ
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Massachusetts to Jamaica

Keep the following information in mind while searching for Massachusetts to Jamaica flight deals. Data was last updated September 16, 2025.

Round-trip from

$240
(Cheapflightsfares)

One-way from

$99
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$456

Good round-trip deal

$432 or less

Good one-way deal

$245 or less
From Massachusetts to Jamaica
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One-way flight from Massachusetts to Jamaica
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Highest demand for flights based on searches. 4% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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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Find 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 September 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 11/167:00 amBDL - MBJ
Nonstop4h 11mAvelo Airlines
Sun 11/2311:41 amMBJ - BDL
Nonstop3h 55mAvelo Airlines
Deal found 9/14$240
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 12/116:30 amBDL - MBJ
Nonstop4h 11mAvelo Airlines
Thu 12/1811:41 amMBJ - BDL
Nonstop3h 55mAvelo Airlines
Deal found 9/13$269
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Sat 10/46:10 amBOS - MBJ
1 stop5h 55mSpirit Airlines
Tue 10/712:09 pmMBJ - BOS
1 stop10h 50mSpirit Airlines
Deal found 9/16$319
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Sat 10/186:16 amBOS - MBJ
1 stop5h 44mSpirit Airlines
Sat 10/2512:09 pmMBJ - BOS
1 stop10h 50mSpirit Airlines
Deal found 9/15$321
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
Fri 11/145:45 amBOS - MBJ
1 stop6h 20mSpirit Airlines
Wed 11/191:12 pmMBJ - BOS
1 stop11h 28mSpirit Airlines
Deal found 9/13$322
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/128:24 pmBOS - MBJ
1 stop15h 36mSpirit Airlines
Sat 10/1812:09 pmMBJ - BOS
1 stop10h 50mSpirit Airlines
Deal found 9/15$324
This Expedia deal was found by Cheapflights users on 9/15. 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 10/308:24 pmBOS - MBJ
1 stop15h 36mSpirit Airlines
Tue 11/41:09 pmMBJ - BOS
1 stop10h 50mSpirit Airlines
Deal found 9/15$327
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 10/226:16 amBOS - MBJ
1 stop5h 44mSpirit Airlines
Tue 10/2812:09 pmMBJ - BOS
1 stop10h 50mSpirit Airlines
Deal found 9/14$328
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Fri 12/55:45 amBOS - MBJ
1 stop6h 20mSpirit Airlines
Wed 12/101:12 pmMBJ - BOS
1 stop11h 28mSpirit Airlines
Deal found 9/14$329
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/26:49 pmBOS - MBJ
2 stops40h 28mSpirit Airlines
Wed 10/812:09 pmMBJ - BOS
1 stop10h 50mSpirit Airlines
Deal found 9/15$332
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Fri 10/36:49 pmBOS - MBJ
1 stop17h 16mSpirit Airlines
Wed 10/812:09 pmMBJ - BOS
1 stop10h 50mSpirit Airlines
Deal found 9/14$333
This FlightHub deal was found by Cheapflights users on 9/14. 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.
Thu 11/137:00 amBDL - MBJ
Nonstop4h 11mMultiple Airlines
Sun 11/161:12 pmMBJ - BDL
1 stop26h 08mMultiple Airlines
Deal found 9/14$333

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 September 16, 2025.
Use the filters below to find and compare flights from Massachusetts to Jamaica that are best for you.

Fly from

Massachusetts

Fly to

Jamaica

Route

Depart

Return

Price

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Sun 11/16

7:00 am-11:11 am

Nonstop4h 11m

Montego Bay Sangster Intl

Sun 11/23

11:41 am-3:36 pm

Nonstop3h 55m

$240

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Thu 11/13

7:00 am-11:11 am

Nonstop4h 11m

Montego Bay Sangster Intl

Sun 11/16

1:12 pm-3:20 pm

1 stop26h 08m

$333

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Sun 10/12

10:05 am-1:31 pm

Nonstop4h 26m

Montego Bay Sangster Intl

Sat 10/18

11:30 am-11:59 pm

1 stop11h 29m

$366

BostonKingston

BOS - KIN

BOSKIN

Boston Logan Intl

Thu 10/23

8:24 pm-11:09 am

1 stop15h 45m

Kingston Norman Manley

Mon 10/27

12:14 pm-11:59 pm

1 stop10h 45m

$377

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Mon 11/3

7:05 am-4:34 pm

1 stop9h 29m

Montego Bay Sangster Intl

Fri 11/7

3:45 pm-11:29 pm

1 stop7h 44m

$379

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Wed 11/26

7:00 am-7:20 pm

1 stop12h 20m

Montego Bay Sangster Intl

Fri 12/5

11:00 am-11:01 pm

1 stop12h 01m

$379

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Sun 10/26

7:00 am-12:17 pm

1 stop6h 17m

Montego Bay Sangster Intl

Fri 11/7

1:50 pm-10:29 pm

1 stop8h 39m

$379

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Wed 11/26

7:00 am-7:20 pm

1 stop12h 20m

Montego Bay Sangster Intl

Sat 12/6

4:15 pm-11:59 pm

1 stop7h 44m

$379

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Fri 10/31

7:00 am-6:19 pm

1 stop12h 19m

Montego Bay Sangster Intl

Wed 11/5

2:35 pm-11:59 pm

1 stop9h 24m

$379

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Sun 10/26

7:10 am-2:10 pm

1 stop8h 00m

Montego Bay Sangster Intl

Sun 11/2

1:50 pm-10:29 pm

1 stop8h 39m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 60 results
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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, January is the cheapest month in which you can book a flight from Massachusetts to Jamaica (average of $403). Flying from Massachusetts to Jamaica in July is currently the most expensive (average of $561). 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 September 16, 2025.

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 3 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 4h 11m. Avelo Airlines provides one of the quickest options available for as low as $240. Airlines will cover a distance of 1647 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 $99 on Avelo Airlines. Other airlines that offer cheap prices include Spirit Airlines from $119 and American Airlines from $171 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, January is the cheapest month in which you can book a flight from Massachusetts to Jamaica (average of $403). Flying from Massachusetts to Jamaica in July is currently the most expensive (average of $561). 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.
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Santiago de los Caballeros flights
Newark to Santiago de los Caballeros flights
LaGuardia to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
John F Kennedy Intl to Montego Bay flights
Dulles Intl to Luis Munoz Marin Intl flights
Newark to Oranjestad flights
Boston to Luis Munoz Marin Intl flights
Orlando to Luis Munoz Marin Intl flights
John F Kennedy Intl to Oranjestad flights
Baltimore to Luis Munoz Marin Intl flights
Newark to Punta Cana flights
Newark to Santo Domingo flights
Atlanta to Luis Munoz Marin Intl flights
O'Hare Intl to Luis Munoz Marin Intl flights
Newark to Montego Bay flights
Reagan-National to Luis Munoz Marin Intl flights
Boston to Oranjestad flights
Philadelphia to Luis Munoz Marin Intl flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
John F Kennedy Intl to Port of Spain flights
Newark to Simpson Bay flights
John F Kennedy Intl to Kingston flights
Hartford to Luis Munoz Marin Intl flights
Atlanta to Montego Bay flights
Hobby to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Boston to Punta Cana flights
LaGuardia to Montego Bay flights
Tampa to Luis Munoz Marin Intl flights
LaGuardia to Santo Domingo flights
John F Kennedy Intl to Simpson Bay flights
LaGuardia to Oranjestad flights
Newark to Saint Thomas Island flights
Raleigh to Luis Munoz Marin Intl flights
Dulles Intl to Punta Cana flights
George Bush Intcntl to Luis Munoz Marin Intl flights
Newark to Nassau flights
John F Kennedy Intl to Nassau flights
John F Kennedy Intl to Saint Thomas Island flights
Minneapolis to Luis Munoz Marin Intl flights
LaGuardia to Santiago de los Caballeros flights
O'Hare Intl to Montego Bay flights
Miami to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
Atlanta 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$166Average$516FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$224Average$404FlexibilityNo cancel feeOn-time65%
DeltaCheapest$240Average$531FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$266Average$684FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$323Average$657FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$403Average$548FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$403Average$650FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$487Average$775FlexibilityNo cancel feeOn-time63%

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