$167+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MBJ
Sep 27 — Oct 41
Round-trip
1 adult, Economy
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Cheapest flights from Massachusetts to JamaicaExplore 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 August 28, 2026.
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 August 28, 2026.
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Tue 11/36:00 am -
1 stop7h 48m
Tue 11/103:20 pm -
2 stops19h 23m
Deal found 8/24![United Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Fri 11/136:00 am -
1 stop7h 48m
Tue 11/172:54 pm -
2 stops18h 47m
Deal found 8/24![United Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Sat 10/247:40 pm -
2 stops16h 33m
Tue 10/272:01 pm -
1 stop19h 42m
Deal found 8/24![United Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 8/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:00 am -
1 stop8h 08m
Tue 11/173:22 pm -
1 stop9h 02m
Deal found 8/28![American Airlines logo]()
$382
This American Airlines deal was found by Cheapflights users on 8/24. 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.
Sat 10/177:20 pm -
1 stop18h 48m
Tue 10/275:13 pm -
2 stops17h 56m
Deal found 8/24![American Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 8/24. 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 10/27:14 pm -
1 stop17h 03m
Thu 10/1512:13 pm -
1 stop10h 16m
Deal found 8/24![American Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 8/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:28 pm -
2 stops16h 47m
Fri 11/136:09 pm -
2 stops14h 26m
Deal found 8/27![American Airlines logo]()
$403
This Delta deal was found by Cheapflights users on 8/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:00 am -
1 stop8h 03m
Thu 11/192:16 pm -
1 stop9h 37m
Deal found 8/26![Delta logo]()
$404
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/86:32 pm -
2 stops15h 43m
Sat 1/304:16 pm -
2 stops16h 05m
Deal found 8/25![American Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:35 pm -
2 stops16h 34m
Fri 10/2312:13 pm -
1 stop9h 05m
Deal found 8/25![American Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Mon 11/94:47 pm -
2 stops17h 28m
Thu 11/191:23 pm -
1 stop9h 15m
Deal found 8/26![American Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:23 pm -
2 stops15h 52m
Tue 12/82:12 pm -
1 stop19h 26m
Deal found 8/25![American Airlines logo]()
$415
Best flights from Massachusetts to JamaicaDiscover carefully curated flight deals from Massachusetts to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 28, 2026.
Discover carefully curated flight deals from Massachusetts to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 28, 2026.
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Tue 11/36:00 am -
1 stop7h 48m
Tue 11/102:54 pm -
1 stop23h 24m
Deal found 8/24![United Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/25:30 am -
1 stop8h 55m
Thu 11/53:25 pm -
1 stop8h 15m
Deal found 8/27![Southwest logo]()
$404
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:10 am -
1 stop7h 50m
Thu 11/52:16 pm -
1 stop9h 34m
Deal found 8/27![Delta logo]()
$404
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:23 pm -
2 stops17h 39m
Thu 11/191:23 pm -
1 stop9h 15m
Deal found 8/25![American Airlines logo]()
$409
This JetBlue deal was found by Cheapflights users on 8/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:00 am -
1 stop7h 48m
Thu 10/2912:07 pm -
1 stop6h 50m
Deal found 8/25![JetBlue logo]()
$463
This Priceline deal was found by Cheapflights users on 8/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/712:00 pm -
Nonstop4h 24m
Sat 9/1212:30 pm -
2 stops25h 11m
Deal found 8/23![Multiple Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Sat 10/247:40 pm -
2 stops18h 34m
Tue 10/272:01 pm -
2 stops18h 40m
Deal found 8/24![United Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Fri 10/307:54 pm -
2 stops17h 54m
Tue 11/33:20 pm -
2 stops18h 21m
Deal found 8/28![United Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:46 pm -
1 stop7h 40m
Thu 11/267:00 am -
1 stop8h 48m
Deal found 8/25![American Airlines logo]()
$456
This Southwest deal was found by Cheapflights users on 8/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:50 am -
1 stop6h 10m
Tue 11/31:50 pm -
1 stop7h 10m
Deal found 8/28![Southwest logo]()
$464
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:05 pm -
1 stop7h 05m
Sat 9/269:10 am -
1 stop10h 58m
Deal found 8/25![Delta logo]()
$486
This JetBlue deal was found by Cheapflights users on 8/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:00 am -
1 stop9h 33m
Thu 11/51:20 pm -
1 stop10h 18m
Deal found 8/23![JetBlue logo]()
$486
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:25 pm -
2 stops14h 32m
Tue 10/2711:57 am -
2 stops9h 36m
Deal found 8/25![American Airlines logo]()
$476
This JetBlue deal was found by Cheapflights users on 8/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:55 am -
1 stop8h 45m
Fri 10/2312:20 pm -
1 stop10h 39m
Deal found 8/23![JetBlue logo]()
$486
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:30 am -
1 stop15h 40m
Mon 9/289:10 am -
1 stop12h 23m
Deal found 8/27![Delta logo]()
$486
This Southwest deal was found by Cheapflights users on 8/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/205:20 am -
1 stop9h 40m
Sun 2/282:00 pm -
1 stop9h 55m
Deal found 8/28![Southwest logo]()
$516
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Sat 1/95:45 am -
1 stop10h 34m
Sat 1/165:21 pm -
1 stop6h 28m
Deal found 8/28![United Airlines logo]()
$479
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/410:03 am -
1 stop24h 56m
Tue 12/82:12 pm -
1 stop24h 42m
Deal found 8/25![American Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:30 am -
1 stop15h 40m
Wed 9/309:10 am -
1 stop15h 07m
Deal found 8/27![Delta logo]()
$486
This JetBlue deal was found by Cheapflights users on 8/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:45 am -
1 stop6h 58m
Fri 10/231:53 pm -
1 stop9h 06m
Deal found 8/23![JetBlue logo]()
$488
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:54 pm -
2 stops18h 20m
Mon 11/231:25 pm -
2 stops10h 34m
Deal found 8/25![United Airlines logo]()
$504
This JetBlue deal was found by Cheapflights users on 8/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/18:34 am -
1 stop8h 35m
Fri 2/53:00 pm -
1 stop8h 59m
Deal found 8/23![JetBlue logo]()
$508
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/215:30 am -
1 stop7h 15m
Sun 1/243:25 pm -
Nonstop4h 15m
Deal found 8/27![Delta logo]()
$513
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:54 pm -
2 stops18h 20m
Thu 11/123:20 pm -
2 stops19h 23m
Deal found 8/27![United Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/95:30 am -
1 stop7h 15m
Sun 1/173:25 pm -
Nonstop4h 15m
Deal found 8/25![Delta logo]()
$542
This JetBlue deal was found by Cheapflights users on 8/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:30 am -
1 stop6h 30m
Mon 10/194:10 pm -
1 stop7h 23m
Deal found 8/28![JetBlue logo]()
$542
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Mon 2/16:15 am -
1 stop7h 31m
Fri 2/53:55 pm -
2 stops18h 32m
Deal found 8/24![United Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 8/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:00 am -
1 stop14h 15m
Fri 10/239:15 am -
1 stop13h 44m
Deal found 8/26![Delta logo]()
$552
This JetBlue deal was found by Cheapflights users on 8/24. 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.
Thu 10/86:55 am -
1 stop8h 46m
Thu 10/1512:10 pm -
1 stop10h 49m
Deal found 8/24![JetBlue logo]()
$557
This American Airlines deal was found by Cheapflights users on 8/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/78:58 am -
2 stops12h 23m
Mon 3/111:09 am -
2 stops12h 38m
Deal found 8/28![American Airlines logo]()
$697
Last-minute flights from Massachusetts to JamaicaDiscover last-minute flight deals from Massachusetts to Jamaica. Data last updated August 28, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Jamaica. Data last updated August 28, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Sun 9/67:24 pm -
2 stops19h 04m
Sat 9/195:16 pm -
2 stops17h 53m
Deal found 8/26![American Airlines logo]()
$419
This Cheapflightsfares deal was found by Cheapflights users on 8/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/712:00 pm -
Nonstop4h 24m
Sat 9/1211:50 am -
Nonstop4h 11m
Deal found 8/23![JetBlue logo]()
$446
This Orbitz deal was found by Cheapflights users on 8/25. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1910:50 am -
1 stop25h 30m
Sat 10/1712:30 pm -
1 stop22h 20m
Deal found 8/25![Air Canada logo]()
$432
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Sat 9/197:23 pm -
2 stops17h 20m
Sat 10/32:40 pm -
2 stops17h 53m
Deal found 8/24![United Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:00 am -
1 stop6h 17m
Sat 10/175:13 pm -
1 stop16h 05m
Deal found 8/25![American Airlines logo]()
$452
This Orbitz deal was found by Cheapflights users on 8/25. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:55 pm -
1 stop17h 25m
Sat 10/172:41 pm -
Nonstop4h 06m
Deal found 8/25![Multiple Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 8/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:27 pm -
2 stops20h 41m
Tue 9/221:00 pm -
2 stops20h 23m
Deal found 8/27![American Airlines logo]()
$460
This American Airlines deal was found by Cheapflights users on 8/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:18 pm -
2 stops18h 35m
Thu 9/242:09 pm -
2 stops19h 14m
Deal found 8/27![American Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:57 pm -
2 stops16h 46m
Sat 10/32:40 pm -
2 stops19h 09m
Deal found 8/27![United Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:00 am -
1 stop6h 03m
Thu 9/241:54 pm -
1 stop8h 45m
Deal found 8/25![American Airlines logo]()
$451
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:31 pm -
2 stops17h 59m
Fri 10/212:52 pm -
1 stop8h 53m
Deal found 8/27![United Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 9/265:50 pm -
1 stop20h 18m
Sat 10/31:54 pm -
2 stops19h 12m
Deal found 8/26![American Airlines logo]()
$417
One-way flights from Massachusetts to JamaicaSearch for one-way flight options from Massachusetts to Jamaica. Find affordable one-way fares based on user searches. Data last updated August 28, 2026.
Search for one-way flight options from Massachusetts to Jamaica. Find affordable one-way fares based on user searches. Data last updated August 28, 2026.
This American Airlines deal was found by Cheapflights users on 8/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:09 am -
1 stop7h 43m
Deal found 8/27![American Airlines logo]()
$167
This Air Canada deal was found by Cheapflights users on 8/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2110:35 am -
1 stop26h 50m
Deal found 8/27![Air Canada logo]()
$171
This Travelocity deal was found by Cheapflights users on 8/27. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:45 am -
1 stop11h 35m
Deal found 8/27![Air Canada logo]()
$176
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/194:53 pm -
2 stops19h 50m
Deal found 8/27![United Airlines logo]()
$178
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Mon 11/237:15 am -
1 stop6h 59m
Deal found 8/24![United Airlines logo]()
$181
This Travelocity deal was found by Cheapflights users on 8/24. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:30 am -
1 stop7h 55m
Deal found 8/24![Air Canada logo]()
$182
This American Airlines deal was found by Cheapflights users on 8/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:35 pm -
2 stops16h 43m
Deal found 8/25![American Airlines logo]()
$183
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Mon 10/195:21 pm -
2 stops18h 36m
Deal found 8/26![American Airlines logo]()
$183
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Fri 9/117:14 pm -
1 stop17h 03m
Deal found 8/26![American Airlines logo]()
$183
This American Airlines deal was found by Cheapflights users on 8/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:50 pm -
2 stops18h 13m
Deal found 8/27![American Airlines logo]()
$184
This Air Canada deal was found by Cheapflights users on 8/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/249:35 am -
2 stops27h 50m
Deal found 8/27![Air Canada logo]()
$186
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Mon 10/268:25 pm -
2 stops17h 49m
Deal found 8/24![United Airlines logo]()
$187
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 August 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $337 (United Airlines) |
One-way from | $167 (American Airlines) |
Popular in | April |
Cheapest in | February |
Average price | $580 |
Good round-trip deal | $613 or less |
Good one-way deal | $318 or less |
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 7,457,451 searches. Data last updated August 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
Cheapest round-trip
HartfordMontego Bay
BDL Hartford Bradley Intl - MBJ Montego Bay Sangster Intl
BDLMBJ
Hartford Bradley Intl
Tue 11/3
6:00 am-1:48 pm
1 stop7h 48m
Montego Bay Sangster Intl
Tue 11/10
2:54 pm-2:18 pm
1 stop23h 24m
$339
HartfordMontego Bay
BDL Hartford Bradley Intl - MBJ Montego Bay Sangster Intl
BDLMBJ
Hartford Bradley Intl
Sat 10/24
7:40 pm-1:14 pm
2 stops18h 34m
Montego Bay Sangster Intl
Tue 10/27
2:01 pm-9:41 am
2 stops18h 40m
$378
HartfordMontego Bay
BDL Hartford Bradley Intl - MBJ Montego Bay Sangster Intl
BDLMBJ
Hartford Bradley Intl
Fri 10/30
7:54 pm-12:48 pm
2 stops17h 54m
Montego Bay Sangster Intl
Tue 11/3
3:20 pm-9:41 am
2 stops18h 21m
$403
AlbanyMontego Bay
ALB Albany Intl - MBJ Montego Bay Sangster Intl
ALBMBJ
Albany Intl
Mon 11/2
5:30 am-2:25 pm
1 stop8h 55m
Montego Bay Sangster Intl
Thu 11/5
3:25 pm-11:40 pm
1 stop8h 15m
$404
AlbanyMontego Bay
ALB Albany Intl - MBJ Montego Bay Sangster Intl
ALBMBJ
Albany Intl
Mon 11/2
6:10 am-2:00 pm
1 stop7h 50m
Montego Bay Sangster Intl
Thu 11/5
2:16 pm-11:50 pm
1 stop9h 34m
$404
AlbanyMontego Bay
ALB Albany Intl - MBJ Montego Bay Sangster Intl
ALBMBJ
Albany Intl
Mon 11/9
6:23 pm-12:02 pm
2 stops17h 39m
Montego Bay Sangster Intl
Thu 11/19
1:23 pm-10:38 pm
1 stop9h 15m
$409
BostonKingston
BOS Boston Logan Intl - KIN Kingston Norman Manley
BOSKIN
Boston Logan Intl
Fri 11/13
2:46 pm-10:26 pm
1 stop7h 40m
Kingston Norman Manley
Thu 11/26
7:00 am-3:48 pm
1 stop8h 48m
$456
HartfordMontego Bay
BDL Hartford Bradley Intl - MBJ Montego Bay Sangster Intl
BDLMBJ
Hartford Bradley Intl
Mon 10/26
6:00 am-12:48 pm
1 stop7h 48m
Montego Bay Sangster Intl
Thu 10/29
12:07 pm-7:57 pm
1 stop6h 50m
$463
HartfordMontego Bay
BDL Hartford Bradley Intl - MBJ Montego Bay Sangster Intl
BDLMBJ
Hartford Bradley Intl
Fri 10/30
5:50 am-11:00 am
1 stop6h 10m
Montego Bay Sangster Intl
Tue 11/3
1:50 pm-9:00 pm
1 stop7h 10m
$464
BostonKingston
BOS Boston Logan Intl - KIN Kingston Norman Manley
BOSKIN
Boston Logan Intl
Mon 10/12
9:25 pm-10:57 am
2 stops14h 32m
Kingston Norman Manley
Tue 10/27
11:57 am-10:33 pm
2 stops9h 36m
$476
Showing 1-10 of 60 resultsSorted by cheapest first
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.
ALB-MBJ
BDL-MBJ
BOS-MBJ
BOS-KIN
BDL-KIN
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
USMA-JM0
ALB-MBJ
BDL-MBJ
BOS-MBJ
BOS-KIN
What is the cheapest month to book a flight from Massachusetts to Jamaica?
Currently, February is the cheapest month in which you can book a flight from Massachusetts to Jamaica (average of $472). Flying from Massachusetts to Jamaica in April is currently the most expensive (average of $638). 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 August 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.
How far ahead should I book a flight from Massachusetts to Jamaica?
The best time to book flights from Massachusetts to Jamaica is 52 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
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.
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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Alternative routes for Massachusetts to Jamaica
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Jamaica by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Jamaica by cabin class
Find flights from Massachusetts to Jamaica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and Jamaica flights
Browse other Massachusetts and Jamaica flight options. Last updated on August 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Jamaica
Find the right flight back to Massachusetts after your stay in Jamaica
Massachusetts to Jamaica flights
Consider these flights traveling from Massachusetts to Jamaica.
Top 7 airlines flying from Massachusetts to Jamaica
Discover the top 7 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 7,457,451 searches. Data last updated August 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$203 | Average$513 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$215 | Average$487 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$238 | Average$472 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$334 | Average$570 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$360 | Average$485 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$365 | Average$678 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$482 | Average$629 | FlexibilityNo cancel fee | On-time63% |