Massachusetts

$238+ Cheap flights from Jamaica to Massachusetts

MBJ — BOS
Dec 9 — Dec 161
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Cheap flight deals from Jamaica to Massachusetts

Cheapest flights from Jamaica to Massachusetts

Sat 12/194:11 pm -
Nonstop4h 13m
Thu 12/3110:54 am -
Nonstop4h 26m
Deal found 11/4$386
Tue 12/223:51 pm -
Nonstop4h 13m
Sun 1/311:30 am -
1 stop7h 52m
Deal found 11/4$429
Wed 11/251:50 pm -
2 stops25h 03m
Mon 11/305:45 am -
1 stop11h 35m
Deal found 11/5$447
Sat 12/196:20 pm -
2 stops24h 42m
Thu 12/3110:54 am -
Nonstop4h 26m
Deal found 11/4$455
Sat 12/197:59 pm -
1 stop11h 40m
Wed 12/307:30 am -
1 stop11h 05m
Deal found 11/6$461
Tue 12/222:26 pm -
1 stop8h 33m
Tue 1/56:44 am -
1 stop10h 04m
Deal found 11/7$466
Wed 11/181:50 pm -
2 stops29h 12m
Sun 11/295:30 am -
1 stop7h 55m
Deal found 11/7$472
Thu 12/107:11 am -
1 stop8h 45m
Fri 2/56:01 am -
1 stop16h 31m
Deal found 11/6$552
Thu 12/1012:42 pm -
1 stop7h 08m
Fri 2/511:30 am -
1 stop10h 29m
Deal found 11/9$554
Wed 11/257:00 am -
1 stop16h 59m
Fri 12/411:20 am -
2 stops11h 04m
Deal found 11/7$607
Fri 12/117:11 am -
1 stop15h 47m
Mon 12/144:46 pm -
1 stop19h 51m
Deal found 11/8$639
Mon 12/286:00 am -
1 stop13h 04m
Wed 1/2011:30 am -
1 stop10h 29m
Deal found 11/4$657

Find flight deals from Jamaica to Massachusetts

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$386
(Cheapflightsfares)

One-way from

$238
(Trip.com)

Popular in

October

Cheapest in

February

Average price

$491

Good round-trip deal

$418 or less

Good one-way deal

$307 or less
Provider with most accurate pricing for Montego Bay Sangster Intl-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Boston Logan Intl flights.
From Jamaica to Massachusetts
One-way flight from Jamaica to Massachusetts
Highest demand for flights based on searches. 13% potential increase in price ($76 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Jamaica to Massachusetts.
Price to beat on a one-way flight from Jamaica to Massachusetts.

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Montego BayBoston

MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl

MBJBOS

Montego Bay Sangster Intl

Sun 12/27

4:15 pm-8:26 pm

Nonstop4h 11m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$282

Montego BayBoston

MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl

MBJBOS

Montego Bay Sangster Intl

Sun 1/24

1:48 pm-10:20 pm

1 stop8h 32m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$289

Montego BayBoston

MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl

MBJBOS

Montego Bay Sangster Intl

Tue 1/26

2:54 pm-7:50 pm

2 stops28h 56m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$296

Montego BayBoston

MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl

MBJBOS

Montego Bay Sangster Intl

Sun 1/24

1:25 pm-11:20 pm

2 stops33h 55m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$296

Montego BayBoston

MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl

MBJBOS

Montego Bay Sangster Intl

Mon 1/25

2:54 pm-11:59 pm

2 stops33h 05m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$301

Montego BayBoston

MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl

MBJBOS

Montego Bay Sangster Intl

Sat 1/9

5:21 pm-12:18 pm

2 stops18h 57m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$332

Montego BayBoston

MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl

MBJBOS

Montego Bay Sangster Intl

Tue 11/17

6:12 pm-1:08 am

1 stop6h 56m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$342

Montego BayBoston

MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl

MBJBOS

Montego Bay Sangster Intl

Wed 11/18

6:12 pm-11:00 am

1 stop16h 48m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$346

KingstonBoston

KIN Kingston Norman Manley - BOS Boston Logan Intl

KINBOS

Kingston Norman Manley

Tue 11/17

7:08 am-10:59 pm

1 stop15h 51m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$358

KingstonBoston

KIN Kingston Norman Manley - BOS Boston Logan Intl

KINBOS

Kingston Norman Manley

Wed 12/2

9:00 am-11:15 pm

1 stop14h 15m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/7

Showing 1-10 of 43 resultsSorted by cheapest first
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Best time to book a flight from Jamaica to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Jamaica with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

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

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

Currently, January is the cheapest month in which you can book a flight from Jamaica to Massachusetts (average of $398). Flying from Jamaica to Massachusetts in October is currently the most expensive (average of $633). 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 JM to MA?

When flying from Jamaica 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.

How far ahead should I book a flight from Jamaica to Massachusetts?

Booking 39 days in advance of your planned departure date is, on average, the best time to get cheap flights from Jamaica to Massachusetts. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Reviews of airlines servicing Massachusetts

Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Jamaica to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • How popular is this Jamaica to Massachusetts flight route?

  • How long is the flight from Jamaica to Massachusetts?

    JetBlue and American Airlines can get you from Jamaica to Massachusetts in just under 4h 13m. Your travel time can differ by up to 4h 32m. There are 1697 mi between Jamaica and Massachusetts. This flight may include one or multiple stops.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $137. Users have also found prices from $234 and $251 on Delta and Sun Country Air, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Jamaica to Massachusetts (average of $398). Flying from Jamaica to Massachusetts in October is currently the most expensive (average of $633). 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

Top 5 airlines flying from Jamaica to Massachusetts

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$178Average$481FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$324Average$551FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$352Average$408FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$354Average$507FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$489Average$655FlexibilityNo cancel feeOn-time63%

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