$204+ Cheap flights from Jamaica to Massachusetts
This is the cheapest round-trip 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.
MBJ — BOS
Oct 25 — Nov 11
Round-trip
1 adult, Economy
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Find cheap flights from Jamaica to Massachusetts with Cheapflights
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Cheapest flights from Jamaica to MassachusettsExplore the most affordable flight options available from Jamaica to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2026.
Explore the most affordable flight options available from Jamaica to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2026.
This Orbitz deal was found by Cheapflights users on 9/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:20 pm -
1 stop24h 33m
Mon 11/305:45 am -
1 stop11h 35m
Deal found 9/21![Air Canada logo]()
$356
This Trip.com deal was found by Cheapflights users on 9/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/51:50 pm -
1 stop8h 47m
Fri 11/2711:15 am -
1 stop30h 05m
Deal found 9/20![Air Canada logo]()
$366
This Trip.com deal was found by Cheapflights users on 9/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:05 pm -
1 stop25h 59m
Tue 10/610:50 am -
1 stop28h 05m
Deal found 9/22![Air Canada logo]()
$375
This Trip.com deal was found by Cheapflights users on 9/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/51:50 pm -
1 stop8h 47m
Mon 11/305:45 am -
1 stop11h 35m
Deal found 9/20![Air Canada logo]()
$377
This Trip.com deal was found by Cheapflights users on 9/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:30 pm -
1 stop22h 20m
Sat 10/243:35 pm -
1 stop21h 50m
Deal found 9/24![Air Canada logo]()
$379
This Trip.com deal was found by Cheapflights users on 9/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:05 pm -
1 stop24h 00m
Mon 10/196:00 am -
1 stop8h 55m
Deal found 9/20![Air Canada logo]()
$395
This Expedia deal was found by Cheapflights users on 9/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/193:10 pm -
Nonstop4h 13m
Thu 12/3110:54 am -
Nonstop4h 26m
Deal found 9/24![JetBlue logo]()
$399
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/174:25 pm -
Nonstop4h 13m
Sun 1/37:05 am -
Nonstop4h 26m
Deal found 9/24![JetBlue logo]()
$402
This Trip.com deal was found by Cheapflights users on 9/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/51:50 pm -
1 stop8h 47m
Sat 11/283:30 pm -
1 stop21h 55m
Deal found 9/24![Air Canada logo]()
$404
This Justfly.com deal was found by Cheapflights users on 9/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:05 pm -
2 stops22h 36m
Wed 10/712:45 pm -
1 stop26h 10m
Deal found 9/20![Air Canada logo]()
$425
This Justfly.com deal was found by Cheapflights users on 9/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/233:05 pm -
1 stop17h 50m
Wed 10/712:45 pm -
1 stop26h 10m
Deal found 9/20![Air Canada logo]()
$427
This Air Canada deal was found by Cheapflights users on 9/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:35 am -
1 stop21h 20m
Mon 9/286:55 pm -
1 stop20h 00m
Deal found 9/20![Air Canada logo]()
$429
Best flights from Jamaica to MassachusettsDiscover carefully curated flight deals from Jamaica to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 25, 2026.
Discover carefully curated flight deals from Jamaica to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 25, 2026.
This Air Canada deal was found by Cheapflights users on 9/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/51:50 pm -
2 stops25h 03m
Fri 11/276:35 pm -
2 stops22h 45m
Deal found 9/20![Air Canada logo]()
$398
This Cheapflightsfares deal was found by Cheapflights users on 9/21. 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 12/239:45 pm -
1 stop9h 54m
Wed 1/68:10 am -
1 stop7h 53m
Deal found 9/21![JetBlue logo]()
$441
This American Airlines deal was found by Cheapflights users on 9/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/231:09 pm -
1 stop10h 48m
Wed 1/66:01 am -
1 stop13h 25m
Deal found 9/24![American Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 9/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/175:21 pm -
1 stop6h 38m
Sun 1/37:40 pm -
1 stop16h 33m
Deal found 9/24![United Airlines logo]()
$456
This Delta deal was found by Cheapflights users on 9/22. 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.
Sat 12/194:15 pm -
Nonstop4h 11m
Thu 12/3110:20 am -
1 stop10h 50m
Deal found 9/22![Delta logo]()
$465
This Air Canada deal was found by Cheapflights users on 9/22. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:20 pm -
1 stop7h 08m
Fri 1/155:30 am -
1 stop7h 40m
Deal found 9/22![Air Canada logo]()
$417
This JetBlue deal was found by Cheapflights users on 9/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/199:05 am -
1 stop11h 00m
Thu 12/3110:54 am -
Nonstop4h 26m
Deal found 9/24![JetBlue logo]()
$443
This United Airlines deal was found by Cheapflights users on 9/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/161:25 pm -
1 stop8h 34m
Tue 12/295:45 am -
1 stop10h 34m
Deal found 9/24![United Airlines logo]()
$456
This Delta deal was found by Cheapflights users on 9/22. 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 12/238:00 am -
1 stop9h 34m
Sat 1/28:55 am -
Nonstop4h 32m
Deal found 9/22![Delta logo]()
$471
This American Airlines deal was found by Cheapflights users on 9/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:24 pm -
1 stop7h 34m
Mon 12/76:05 pm -
1 stop18h 37m
Deal found 9/24![American Airlines logo]()
$514
This JetBlue deal was found by Cheapflights users on 9/22. 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 12/182:26 pm -
1 stop8h 33m
Sat 1/29:43 am -
Nonstop4h 22m
Deal found 9/22![JetBlue logo]()
$468
This CheapOair deal was found by Cheapflights users on 9/21. 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.
Wed 10/143:05 pm -
2 stops17h 45m
Tue 10/2012:45 pm -
1 stop26h 10m
Deal found 9/21![Air Canada logo]()
$492
This Delta deal was found by Cheapflights users on 9/20. 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 10/149:15 am -
1 stop15h 05m
Tue 10/279:05 am -
1 stop12h 10m
Deal found 9/20![Delta logo]()
$505
This JetBlue deal was found by Cheapflights users on 9/21. 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.
Sun 12/2011:23 am -
1 stop8h 27m
Sat 1/29:43 am -
Nonstop4h 22m
Deal found 9/21![JetBlue logo]()
$470
This Delta deal was found by Cheapflights users on 9/21. 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.
Fri 10/239:15 am -
1 stop15h 05m
Fri 10/301:57 pm -
1 stop7h 18m
Deal found 9/21![Delta logo]()
$525
This JetBlue deal was found by Cheapflights users on 9/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:15 am -
1 stop12h 44m
Tue 10/277:10 am -
1 stop8h 23m
Deal found 9/20![JetBlue logo]()
$489
This JetBlue deal was found by Cheapflights users on 9/22. 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 11/610:07 am -
1 stop9h 34m
Fri 11/138:10 pm -
1 stop12h 45m
Deal found 9/22![JetBlue logo]()
$548
This JetBlue deal was found by Cheapflights users on 9/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:20 pm -
1 stop8h 15m
Sun 10/257:10 am -
1 stop8h 23m
Deal found 9/20![JetBlue logo]()
$560
This JetBlue deal was found by Cheapflights users on 9/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:10 pm -
1 stop7h 24m
Sun 10/257:10 am -
1 stop8h 23m
Deal found 9/20![JetBlue logo]()
$560
Last-minute flights from Jamaica to MassachusettsDiscover last-minute flight deals from Jamaica to Massachusetts. Data last updated September 25, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Massachusetts. Data last updated September 25, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 9/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:35 am -
1 stop21h 20m
Mon 9/286:55 pm -
1 stop20h 00m
Deal found 9/20![Air Canada logo]()
$429
This Air Canada deal was found by Cheapflights users on 9/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:35 am -
2 stops26h 06m
Tue 9/296:00 am -
1 stop8h 55m
Deal found 9/20![Air Canada logo]()
$433
This Air Canada deal was found by Cheapflights users on 9/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:35 am -
1 stop10h 05m
Sat 10/36:50 pm -
2 stops44h 05m
Deal found 9/20![Air Canada logo]()
$443
This Orbitz deal was found by Cheapflights users on 9/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:05 pm -
1 stop17h 50m
Mon 10/57:05 pm -
1 stop19h 50m
Deal found 9/21![Air Canada logo]()
$442
This Trip.com deal was found by Cheapflights users on 9/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:05 pm -
1 stop25h 59m
Tue 10/610:50 am -
1 stop28h 05m
Deal found 9/22![Air Canada logo]()
$375
This Orbitz deal was found by Cheapflights users on 9/22. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/812:30 pm -
1 stop20h 25m
Thu 10/296:35 pm -
2 stops46h 45m
Deal found 9/22![Air Canada logo]()
$534
This Trip.com deal was found by Cheapflights users on 9/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:05 pm -
1 stop24h 00m
Mon 10/196:00 am -
1 stop8h 55m
Deal found 9/20![Air Canada logo]()
$395
This Trip.com deal was found by Cheapflights users on 9/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:30 pm -
1 stop22h 20m
Sat 10/243:35 pm -
1 stop21h 50m
Deal found 9/24![Air Canada logo]()
$379
This American Airlines deal was found by Cheapflights users on 9/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:13 pm -
1 stop6h 46m
Tue 10/206:00 am -
2 stops8h 08m
Deal found 9/24![American Airlines logo]()
$539
This Delta deal was found by Cheapflights users on 9/23. 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.
Sat 10/1712:59 pm -
1 stop9h 09m
Tue 10/275:30 am -
1 stop8h 30m
Deal found 9/23![Delta logo]()
$487
This Delta deal was found by Cheapflights users on 9/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:59 pm -
1 stop9h 09m
Sat 10/245:30 am -
1 stop11h 05m
Deal found 9/24![Delta logo]()
$528
This Trip.com deal was found by Cheapflights users on 9/23. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/251:20 pm -
1 stop24h 33m
Fri 10/307:40 pm -
1 stop21h 40m
Deal found 9/23![Air Canada logo]()
$423
One-way flights from Jamaica to MassachusettsSearch for one-way flight options from Jamaica to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 25, 2026.
Search for one-way flight options from Jamaica to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 25, 2026.
This Trip.com deal was found by Cheapflights users on 9/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/202:20 pm -
1 stop28h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Air Canada logo]()
$204
This Trip.com deal was found by Cheapflights users on 9/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:20 pm -
1 stop28h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Air Canada logo]()
$209
This Trip.com deal was found by Cheapflights users on 9/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/216:20 pm -
1 stop23h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Air Canada logo]()
$213
This Orbitz deal was found by Cheapflights users on 9/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:20 pm -
1 stop19h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Air Canada logo]()
$217
This Orbitz deal was found by Cheapflights users on 9/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/41:50 pm -
1 stop28h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Air Canada logo]()
$222
This Orbitz deal was found by Cheapflights users on 9/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:50 pm -
1 stop20h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Air Canada logo]()
$226
This Expedia deal was found by Cheapflights users on 9/22. 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.
Tue 11/171:50 pm -
1 stop8h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Air Canada logo]()
$227
This Trip.com deal was found by Cheapflights users on 9/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/251:20 pm -
1 stop24h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Air Canada logo]()
$230
This Trip.com deal was found by Cheapflights users on 9/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:05 pm -
1 stop26h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Air Canada logo]()
$251
This Trip.com deal was found by Cheapflights users on 9/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2711:45 am -
1 stop21h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Air Canada logo]()
$260
This Travelocity deal was found by Cheapflights users on 9/22. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/123:05 pm -
2 stops41h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Air Canada logo]()
$266
This Expedia deal was found by Cheapflights users on 9/21. 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.
Wed 10/283:00 pm -
1 stop25h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Air Canada logo]()
$271
Find flight deals from Jamaica to Massachusetts
Keep the following information in mind while searching for Jamaica to Massachusetts flight deals. Data was last updated September 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $356 (Orbitz) |
One-way from | $204 (Trip.com) |
Popular in | August |
Cheapest in | December |
Average price | $486 |
Good round-trip deal | $256 or less |
Good one-way deal | $400 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Jamaica 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 7,457,451 searches. Data last updated September 25, 2026.
Use the filters below to find and compare flights from Jamaica to Massachusetts that are best for you.
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Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Tue 12/22
3:10 pm-7:23 pm
Nonstop4h 13m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$249
KingstonBoston
KIN Kingston Norman Manley - BOS Boston Logan Intl
KINBOS
Kingston Norman Manley
Thu 10/1
3:05 pm-6:14 pm
1 stop26h 09m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$251
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Thu 12/24
12:27 pm-10:10 pm
1 stop9h 43m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$255
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Thu 12/24
5:21 pm-10:20 am
1 stop16h 59m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$274
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Tue 11/24
3:20 pm-7:43 am
1 stop16h 23m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$274
KingstonBoston
KIN Kingston Norman Manley - BOS Boston Logan Intl
KINBOS
Kingston Norman Manley
Wed 9/30
3:05 pm-9:50 am
2 stops41h 45m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$276
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Tue 3/23
2:25 pm-7:40 pm
Nonstop4h 15m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$277
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Tue 3/16
2:25 pm-7:40 pm
Nonstop4h 15m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$277
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Fri 12/25
1:25 pm-11:59 pm
2 stops10h 34m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$278
KingstonBoston
KIN Kingston Norman Manley - BOS Boston Logan Intl
KINBOS
Kingston Norman Manley
Tue 10/27
9:15 am-7:05 pm
1 stop8h 50m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$282
Showing 1-10 of 44 resultsSorted by cheapest first
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.
MBJ-BOS
KIN-BOS
KIN-ORH
OCJ-BOS
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 Jamaica to Massachusetts
JM0-USMA
MBJ-BOS
KIN-BOS
KIN-ORH
OCJ-BOS
What is the cheapest month to book a flight from Jamaica to Massachusetts?
Currently, December is the cheapest month in which you can book a flight from Jamaica to Massachusetts (average of $368). Flying from Jamaica to Massachusetts in October is currently the most expensive (average of $599). 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?
Find hourly flight availability from Jamaica 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 September 25, 2026.
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 40 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
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 September 25, 2026.
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.
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Related info for your journey
Find useful and relevant information for your journey from Jamaica to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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.
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Complete your trip
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Return Flight Options
Top destinations
Airlines flying to Massachusetts
Alternative routes for Jamaica to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jamaica to Massachusetts by cabin class
Find flights from Jamaica to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jamaica and Massachusetts flights
Browse other Jamaica and Massachusetts flight options. Last updated on September 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Massachusetts
Find the right flight back to Jamaica after your stay in Massachusetts
Jamaica to Massachusetts flights
Consider these flights traveling from Jamaica to Massachusetts.
Top 5 airlines flying from Jamaica to Massachusetts
Discover the top 5 airlines that operate flights from Jamaica 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 7,457,451 searches. Data last updated September 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$310 | Average$407 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$320 | Average$493 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$324 | Average$535 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$330 | Average$408 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$489 | Average$655 | FlexibilityNo cancel fee | On-time63% |