$178+ Cheap flights from Massachusetts to Jamaica
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 11/28. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MBJ
Nov 16 — Nov 231
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Massachusetts to Jamaica with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Massachusetts to Jamaica
Cheapest
Best
Last-minute
One-way
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 October 17, 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 October 17, 2026.
This Air Canada deal was found by Cheapflights users on 10/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:35 pm -
2 stops22h 45m
Wed 12/26:20 pm -
2 stops24h 42m
Deal found 10/16![Air Canada logo]()
$462
This Travelocity deal was found by Cheapflights users on 10/16. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/143:30 pm -
1 stop21h 55m
Fri 11/202:20 pm -
1 stop7h 08m
Deal found 10/16![Air Canada logo]()
$466
This Air Canada deal was found by Cheapflights users on 10/17. 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 11/710:25 am -
1 stop27h 00m
Fri 11/132:20 pm -
2 stops23h 58m
Deal found 10/17![Air Canada logo]()
$467
This Air Canada deal was found by Cheapflights users on 10/17. 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.
Wed 12/25:30 am -
2 stops11h 50m
Sat 12/56:20 pm -
2 stops39h 28m
Deal found 10/17![Air Canada logo]()
$469
This Air Canada deal was found by Cheapflights users on 10/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:45 am -
1 stop11h 35m
Sun 12/203:20 pm -
2 stops30h 08m
Deal found 10/16![Air Canada logo]()
$470
This Air Canada deal was found by Cheapflights users on 10/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/143:30 pm -
1 stop21h 55m
Sat 11/216:20 pm -
1 stop19h 58m
Deal found 10/15![Air Canada logo]()
$471
This Justfly.com deal was found by Cheapflights users on 10/17. 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.
Fri 11/277:40 pm -
1 stop21h 40m
Mon 11/306:20 pm -
1 stop28h 17m
Deal found 10/17![Air Canada logo]()
$472
This Justfly.com deal was found by Cheapflights users on 10/17. 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.
Sat 10/315:45 am -
1 stop11h 35m
Mon 11/91:50 pm -
1 stop8h 47m
Deal found 10/17![Air Canada logo]()
$473
This Air Canada deal was found by Cheapflights users on 10/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:30 am -
1 stop7h 55m
Tue 11/171:50 pm -
2 stops19h 58m
Deal found 10/16![Air Canada logo]()
$474
This Justfly.com deal was found by Cheapflights users on 10/16. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:45 am -
1 stop11h 35m
Sat 12/196:20 pm -
1 stop15h 57m
Deal found 10/16![Air Canada logo]()
$475
This Air Canada deal was found by Cheapflights users on 10/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:30 am -
2 stops11h 50m
Mon 12/211:50 pm -
1 stop20h 22m
Deal found 10/16![Air Canada logo]()
$478
This JetBlue deal was found by Cheapflights users on 10/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:10 pm -
1 stop12h 45m
Fri 11/202:58 pm -
1 stop9h 34m
Deal found 10/14![JetBlue logo]()
$539
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 October 17, 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 October 17, 2026.
This JetBlue deal was found by Cheapflights users on 10/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:45 am -
1 stop11h 02m
Tue 12/83:00 pm -
1 stop7h 52m
Deal found 10/16![JetBlue logo]()
$496
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/239:25 am -
Nonstop4h 30m
Sat 1/303:25 pm -
Nonstop4h 15m
Deal found 10/13![Delta logo]()
$509
This United Airlines deal was found by Cheapflights users on 10/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/286:00 am -
1 stop8h 14m
Thu 2/42:54 pm -
2 stops18h 18m
Deal found 10/14![United Airlines logo]()
$528
This American Airlines deal was found by Cheapflights users on 10/17. 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 11/1111:18 am -
2 stops11h 08m
Wed 11/184:27 pm -
1 stop8h 32m
Deal found 10/17![American Airlines logo]()
$628
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/66:55 am -
1 stop8h 30m
Thu 2/113:25 pm -
Nonstop4h 15m
Deal found 10/16![Delta logo]()
$534
This United Airlines deal was found by Cheapflights users on 10/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/306:00 am -
2 stops10h 19m
Thu 2/41:25 pm -
2 stops10h 34m
Deal found 10/16![United Airlines logo]()
$539
This JetBlue deal was found by Cheapflights users on 10/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:00 am -
1 stop7h 20m
Tue 12/110:40 am -
1 stop10h 16m
Deal found 10/14![JetBlue logo]()
$580
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/306:55 am -
1 stop8h 30m
Sat 2/63:25 pm -
Nonstop4h 15m
Deal found 10/15![Delta logo]()
$534
This United Airlines deal was found by Cheapflights users on 10/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:00 am -
2 stops10h 19m
Sat 11/142:54 pm -
1 stop9h 04m
Deal found 10/15![United Airlines logo]()
$573
This Delta deal was found by Cheapflights users on 10/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/179:05 am -
1 stop10h 55m
Tue 12/19:00 am -
1 stop12h 06m
Deal found 10/14![Delta logo]()
$548
This American Airlines deal was found by Cheapflights users on 10/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:04 pm -
1 stop17h 57m
Fri 11/2012:38 pm -
1 stop10h 15m
Deal found 10/14![American Airlines logo]()
$693
This United Airlines deal was found by Cheapflights users on 10/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/206:00 am -
2 stops10h 19m
Sat 2/275:21 pm -
2 stops15h 25m
Deal found 10/13![United Airlines logo]()
$597
This JetBlue deal was found by Cheapflights users on 10/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:05 pm -
1 stop6h 57m
Sat 11/282:58 pm -
1 stop9h 34m
Deal found 10/13![JetBlue logo]()
$682
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/179:25 am -
Nonstop4h 30m
Sat 1/234:50 pm -
1 stop8h 08m
Deal found 10/13![Delta logo]()
$601
This American Airlines deal was found by Cheapflights users on 10/17. 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 2/225:43 pm -
1 stop16h 33m
Mon 3/111:04 am -
2 stops10h 51m
Deal found 10/17![American Airlines logo]()
$732
This United Airlines deal was found by Cheapflights users on 10/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/112:26 pm -
3 stops25h 22m
Sun 2/141:25 pm -
2 stops21h 06m
Deal found 10/16![United Airlines logo]()
$639
This JetBlue deal was found by Cheapflights users on 10/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/13:59 pm -
1 stop7h 48m
Sun 12/63:41 pm -
1 stop8h 36m
Deal found 10/14![JetBlue logo]()
$718
This American Airlines deal was found by Cheapflights users on 10/17. 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 1/55:00 am -
1 stop8h 08m
Sun 1/1012:49 pm -
1 stop21h 20m
Deal found 10/17![American Airlines logo]()
$784
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/176:55 am -
1 stop13h 05m
Fri 1/229:00 am -
1 stop15h 58m
Deal found 10/13![Delta logo]()
$651
This American Airlines deal was found by Cheapflights users on 10/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:41 pm -
2 stops17h 30m
Mon 12/712:51 pm -
1 stop12h 08m
Deal found 10/14![American Airlines logo]()
$785
This Delta deal was found by Cheapflights users on 10/17. 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 11/116:45 am -
1 stop13h 15m
Wed 11/189:00 am -
1 stop7h 17m
Deal found 10/17![Delta logo]()
$676
This JetBlue deal was found by Cheapflights users on 10/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:30 am -
1 stop6h 18m
Fri 11/65:02 pm -
1 stop8h 13m
Deal found 10/15![JetBlue logo]()
$818
This American Airlines deal was found by Cheapflights users on 10/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/69:00 pm -
2 stops15h 09m
Mon 1/1112:49 pm -
2 stops18h 31m
Deal found 10/15![American Airlines logo]()
$790
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/306:55 am -
1 stop13h 05m
Fri 2/59:00 am -
1 stop7h 18m
Deal found 10/15![Delta logo]()
$677
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/175:45 am -
1 stop14h 15m
Mon 1/259:00 am -
1 stop10h 21m
Deal found 10/16![Delta logo]()
$677
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:00 am -
1 stop12h 00m
Fri 11/209:00 am -
1 stop7h 17m
Deal found 10/15![Delta logo]()
$703
This JetBlue deal was found by Cheapflights users on 10/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/212:41 pm -
1 stop10h 04m
Mon 12/286:00 am -
1 stop7h 50m
Deal found 10/13![JetBlue logo]()
$1,174
This JetBlue deal was found by Cheapflights users on 10/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/192:41 pm -
1 stop10h 04m
Mon 1/46:00 am -
1 stop7h 50m
Deal found 10/16![JetBlue logo]()
$1,262
This JetBlue deal was found by Cheapflights users on 10/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/222:41 pm -
1 stop10h 04m
Mon 1/46:00 am -
1 stop7h 50m
Deal found 10/14![JetBlue logo]()
$1,327
This American Airlines deal was found by Cheapflights users on 10/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/207:03 pm -
2 stops15h 11m
Mon 1/41:13 pm -
2 stops29h 25m
Deal found 10/15![American Airlines logo]()
$1,598
Last-minute flights from Massachusetts to JamaicaDiscover last-minute flight deals from Massachusetts to Jamaica. Data last updated October 17, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Jamaica. Data last updated October 17, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 10/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2110:50 am -
1 stop25h 30m
Tue 10/2712:50 pm -
1 stop24h 27m
Deal found 10/15![Air Canada logo]()
$478
This Justfly.com deal was found by Cheapflights users on 10/17. 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.
Sat 10/315:45 am -
1 stop11h 35m
Mon 11/91:50 pm -
1 stop8h 47m
Deal found 10/17![Air Canada logo]()
$473
This Air Canada deal was found by Cheapflights users on 10/17. 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 11/710:25 am -
1 stop27h 00m
Fri 11/132:20 pm -
2 stops23h 58m
Deal found 10/17![Air Canada logo]()
$467
This Air Canada deal was found by Cheapflights users on 10/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:30 am -
1 stop7h 55m
Tue 11/171:50 pm -
2 stops19h 58m
Deal found 10/16![Air Canada logo]()
$474
This Air Canada deal was found by Cheapflights users on 10/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:35 pm -
2 stops22h 45m
Fri 11/202:20 pm -
2 stops23h 58m
Deal found 10/16![Air Canada logo]()
$482
This Travelocity deal was found by Cheapflights users on 10/16. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/143:30 pm -
1 stop21h 55m
Fri 11/202:20 pm -
1 stop7h 08m
Deal found 10/16![Air Canada logo]()
$466
This Air Canada deal was found by Cheapflights users on 10/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/143:30 pm -
1 stop21h 55m
Sat 11/216:20 pm -
1 stop19h 58m
Deal found 10/15![Air Canada logo]()
$471
This Air Canada deal was found by Cheapflights users on 10/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:40 pm -
2 stops17h 45m
Sat 12/56:20 pm -
1 stop16h 02m
Deal found 10/16![Air Canada logo]()
$479
This JetBlue deal was found by Cheapflights users on 10/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:10 pm -
1 stop12h 45m
Fri 11/202:58 pm -
1 stop9h 34m
Deal found 10/14![JetBlue logo]()
$539
This Expedia deal was found by Cheapflights users on 10/17. 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 11/1912:39 pm -
1 stop24h 17m
Tue 11/241:50 pm -
1 stop8h 47m
Deal found 10/17![Multiple Airlines logo]()
$475
This Air Canada deal was found by Cheapflights users on 10/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:35 pm -
2 stops22h 45m
Wed 12/26:20 pm -
2 stops24h 42m
Deal found 10/16![Air Canada logo]()
$462
This Justfly.com deal was found by Cheapflights users on 10/17. 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.
Fri 11/277:40 pm -
1 stop21h 40m
Mon 11/306:20 pm -
1 stop28h 17m
Deal found 10/17![Air Canada logo]()
$472
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 October 17, 2026.
Search for one-way flight options from Massachusetts to Jamaica. Find affordable one-way fares based on user searches. Data last updated October 17, 2026.
This Travelocity deal was found by Cheapflights users on 10/17. 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.
Sat 11/2810:25 am -
1 stop27h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Air Canada logo]()
$178
This Trip.com deal was found by Cheapflights users on 10/17. 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 11/266:35 pm -
1 stop18h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Air Canada logo]()
$183
This Expedia deal was found by Cheapflights users on 10/17. 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 10/247:00 pm -
2 stops41h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Air Canada logo]()
$186
This Travelocity deal was found by Cheapflights users on 10/16. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/143:30 pm -
1 stop21h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Air Canada logo]()
$198
This Air Canada deal was found by Cheapflights users on 10/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/53:30 pm -
1 stop21h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Air Canada logo]()
$202
This Air Canada deal was found by Cheapflights users on 10/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/305:45 am -
1 stop11h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Air Canada logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 10/12. 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 12/3110:54 am -
Nonstop4h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![JetBlue logo]()
$211
This JetBlue deal was found by Cheapflights users on 10/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/199:43 am -
Nonstop4h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![JetBlue logo]()
$213
This Delta deal was found by Cheapflights users on 10/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/315:40 am -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 10/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/268:02 am -
2 stops11h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![American Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/36:55 am -
1 stop13h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Delta logo]()
$239
This American Airlines deal was found by Cheapflights users on 10/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/38:04 am -
2 stops11h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![American Airlines logo]()
$244
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 October 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $462 (Air Canada) |
One-way from | $178 (Travelocity) |
Popular in | April |
Cheapest in | March |
Average price | $607 |
Good round-trip deal | $528 or less |
Good one-way deal | $374 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 October 17, 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
BostonMontego Bay
BOS Boston Logan Intl - MBJ Montego Bay Sangster Intl
BOSMBJ
Boston Logan Intl
Tue 11/17
6:00 am-1:05 pm
1 stop7h 05m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$229
BostonMontego Bay
BOS Boston Logan Intl - MBJ Montego Bay Sangster Intl
BOSMBJ
Boston Logan Intl
Wed 4/7
6:40 am-1:55 pm
1 stop8h 15m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$237
BostonMontego Bay
BOS Boston Logan Intl - MBJ Montego Bay Sangster Intl
BOSMBJ
Boston Logan Intl
Mon 1/11
7:00 pm-12:35 pm
1 stop17h 35m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$237
BostonMontego Bay
BOS Boston Logan Intl - MBJ Montego Bay Sangster Intl
BOSMBJ
Boston Logan Intl
Sat 1/9
5:35 am-3:00 pm
1 stop9h 25m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$237
BostonKingston
BOS Boston Logan Intl - KIN Kingston Norman Manley
BOSKIN
Boston Logan Intl
Wed 2/3
6:55 am-8:00 pm
1 stop13h 05m
Kingston Norman Manley
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$239
Quickest round-trip
BostonMontego Bay
BOS Boston Logan Intl - MBJ Montego Bay Sangster Intl
BOSMBJ
Boston Logan Intl
Tue 12/29
8:55 am-1:27 pm
Nonstop4h 32m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$272
BostonMontego Bay
BOS Boston Logan Intl - MBJ Montego Bay Sangster Intl
BOSMBJ
Boston Logan Intl
Tue 12/29
7:40 pm-12:13 pm
1 stop16h 33m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$277
BostonMontego Bay
BOS Boston Logan Intl - MBJ Montego Bay Sangster Intl
BOSMBJ
Boston Logan Intl
Fri 1/15
8:00 pm-12:48 pm
1 stop16h 48m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$287
BostonMontego Bay
BOS Boston Logan Intl - MBJ Montego Bay Sangster Intl
BOSMBJ
Boston Logan Intl
Sat 11/21
7:00 pm-12:13 pm
1 stop17h 13m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$290
BostonMontego Bay
BOS Boston Logan Intl - MBJ Montego Bay Sangster Intl
BOSMBJ
Boston Logan Intl
Wed 1/13
2:25 pm-2:14 pm
2 stops23h 49m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$293
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.
BOS-MBJ
BOS-KIN
BOS-OCJ
ORH-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
BOS-MBJ
BOS-KIN
BOS-OCJ
ORH-KIN
What is the cheapest month to book a flight from Massachusetts to Jamaica?
Currently, March is the cheapest month in which you can book a flight from Massachusetts to Jamaica (average of $474). Flying from Massachusetts to Jamaica in October is currently the most expensive (average of $693). 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 October 17, 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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
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 October 17, 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 October 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$182 | Average$435 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$204 | Average$524 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$339 | Average$607 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$370 | Average$719 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$371 | Average$546 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$382 | Average$572 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$482 | Average$633 | FlexibilityNo cancel fee | On-time63% |