$220+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — BOS
Nov 17 — Nov 241
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 October 18, 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 October 18, 2026.
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.
Tue 12/11:50 pm -
2 stops19h 58m
Tue 12/87:40 pm -
1 stop21h 40m
Deal found 10/17![Air Canada logo]()
$374
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 11/76:20 pm -
1 stop28h 17m
Sat 11/146:35 pm -
1 stop18h 50m
Deal found 10/17![Air Canada logo]()
$385
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 10/2412:30 pm -
1 stop9h 10m
Sat 10/315:45 am -
1 stop11h 35m
Deal found 10/16![Air Canada logo]()
$390
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 12/96:20 pm -
1 stop16h 02m
Wed 1/205:30 am -
1 stop7h 55m
Deal found 10/17![Air Canada logo]()
$399
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.
Sun 11/82:20 pm -
1 stop19h 28m
Mon 11/165:45 am -
1 stop11h 35m
Deal found 10/17![Air Canada logo]()
$405
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:20 pm -
2 stops32h 17m
Sat 11/76:35 pm -
1 stop18h 50m
Deal found 10/17![Air Canada logo]()
$408
This Cheapflightsfares 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 Cheapflightsfares 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 10/13![JetBlue logo]()
$410
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 11/267:00 am -
1 stop8h 48m
Wed 12/25:04 am -
1 stop17h 20m
Deal found 10/14![American Airlines logo]()
$517
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 12/231:13 pm -
1 stop7h 47m
Wed 1/67:20 am -
1 stop12h 06m
Deal found 10/15![American Airlines logo]()
$537
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:05 pm -
1 stop24h 00m
Mon 10/265:45 am -
1 stop29h 50m
Deal found 10/15![Air Canada logo]()
$557
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.
Thu 10/222:35 pm -
1 stop26h 39m
Mon 10/266:35 pm -
2 stops17h 00m
Deal found 10/15![Air Canada logo]()
$564
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.
Tue 12/84:26 pm -
1 stop8h 33m
Wed 2/106:01 am -
1 stop13h 25m
Deal found 10/15![American Airlines logo]()
$574
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 October 18, 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 October 18, 2026.
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.
Sat 12/1912:20 pm -
1 stop7h 30m
Thu 12/3110:54 am -
Nonstop4h 26m
Deal found 10/13![JetBlue logo]()
$426
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 12/244:15 pm -
Nonstop4h 11m
Sun 1/35:30 am -
1 stop8h 04m
Deal found 10/14![Delta logo]()
$432
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 12/195:21 pm -
1 stop6h 38m
Thu 12/317:49 pm -
2 stops18h 25m
Deal found 10/13![United Airlines logo]()
$446
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/91:24 pm -
1 stop8h 27m
Wed 1/206:00 am -
2 stops8h 35m
Deal found 10/13![American Airlines logo]()
$454
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 12/192:50 pm -
1 stop9h 09m
Thu 12/315:30 am -
1 stop8h 04m
Deal found 10/13![Delta logo]()
$437
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 12/242:54 pm -
2 stops23h 31m
Sun 1/35:45 am -
2 stops10h 34m
Deal found 10/14![United Airlines logo]()
$452
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.
Sun 12/274:15 pm -
Nonstop4h 11m
Fri 1/16:45 am -
1 stop14h 25m
Deal found 10/17![Delta logo]()
$456
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/231:13 pm -
2 stops9h 29m
Wed 1/68:24 am -
2 stops11h 02m
Deal found 10/13![American Airlines logo]()
$522
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 11/263:00 pm -
2 stops21h 18m
Wed 12/27:30 am -
1 stop14h 54m
Deal found 10/14![American Airlines logo]()
$522
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 12/19:00 am -
1 stop7h 33m
Sun 1/316:55 am -
1 stop13h 05m
Deal found 10/14![Delta logo]()
$542
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.
Tue 12/87:11 am -
1 stop9h 55m
Wed 2/1010:19 am -
2 stops9h 07m
Deal found 10/15![American Airlines logo]()
$579
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 12/246:35 am -
1 stop17h 24m
Sun 1/35:00 am -
1 stop17h 37m
Deal found 10/14![American Airlines logo]()
$605
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1012:49 pm -
1 stop12h 10m
Wed 2/175:00 am -
1 stop7h 00m
Deal found 10/16![American Airlines logo]()
$744
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1012:49 pm -
1 stop11h 10m
Tue 2/167:35 pm -
2 stops16h 25m
Deal found 10/16![American Airlines logo]()
$863
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/912:49 pm -
1 stop10h 26m
Tue 2/167:19 pm -
2 stops16h 41m
Deal found 10/16![American Airlines logo]()
$863
Last-minute flights from Jamaica to MassachusettsDiscover last-minute flight deals from Jamaica to Massachusetts. Data last updated October 18, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Massachusetts. Data last updated October 18, 2026 and is based on user searches.
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:05 pm -
1 stop24h 00m
Mon 10/265:45 am -
1 stop29h 50m
Deal found 10/15![Air Canada logo]()
$557
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:30 pm -
1 stop9h 10m
Mon 10/265:45 am -
1 stop11h 35m
Deal found 10/15![Air Canada logo]()
$418
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.
Thu 10/222:35 pm -
1 stop26h 39m
Mon 10/266:35 pm -
2 stops17h 00m
Deal found 10/15![Air Canada logo]()
$564
This Travelocity deal was found by Cheapflights users on 10/18. 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 10/233:05 pm -
1 stop24h 00m
Wed 10/2810:40 am -
2 stops48h 55m
Deal found 10/18![Air Canada logo]()
$523
This American Airlines deal was found by Cheapflights users on 10/18. 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 10/2311:57 am -
1 stop10h 43m
Wed 10/285:00 am -
1 stop6h 57m
Deal found 10/18![American Airlines logo]()
$698
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 10/2412:30 pm -
1 stop9h 10m
Sat 10/315:45 am -
1 stop11h 35m
Deal found 10/16![Air Canada logo]()
$390
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:20 pm -
2 stops32h 17m
Sat 11/76:35 pm -
1 stop18h 50m
Deal found 10/17![Air Canada logo]()
$408
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:50 pm -
1 stop8h 47m
Wed 11/117:40 pm -
2 stops41h 45m
Deal found 10/17![Air Canada logo]()
$395
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 11/76:20 pm -
1 stop28h 17m
Sat 11/146:35 pm -
1 stop18h 50m
Deal found 10/17![Air Canada logo]()
$385
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 11/76:20 pm -
1 stop28h 17m
Mon 11/165:45 am -
1 stop11h 35m
Deal found 10/17![Air Canada logo]()
$410
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.
Sun 11/82:20 pm -
1 stop19h 28m
Mon 11/165:45 am -
1 stop11h 35m
Deal found 10/17![Air Canada logo]()
$405
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 11/267:00 am -
1 stop8h 48m
Wed 12/25:04 am -
1 stop17h 20m
Deal found 10/14![American Airlines logo]()
$517
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 October 18, 2026.
Search for one-way flight options from Jamaica to Massachusetts. Find affordable one-way fares based on user searches. Data last updated October 18, 2026.
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:30 pm -
1 stop28h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Air Canada logo]()
$220
This Travelocity deal was found by Cheapflights users on 10/18. 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 10/2812:50 pm -
1 stop8h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Air Canada logo]()
$227
This Air Canada deal was found by Cheapflights users on 10/18. 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 11/236:20 pm -
2 stops20h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Air Canada logo]()
$230
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/172:20 pm -
1 stop7h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Air Canada logo]()
$241
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/82:20 pm -
1 stop24h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Air Canada logo]()
$246
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.
Tue 10/2712:50 pm -
1 stop24h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Air Canada logo]()
$250
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 12/126:20 pm -
1 stop15h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Air Canada logo]()
$252
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.
Thu 12/174:25 pm -
Nonstop4h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![JetBlue logo]()
$259
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 11/269:00 am -
1 stop14h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Delta logo]()
$319
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.
Tue 12/112:45 pm -
2 stops21h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Air Canada logo]()
$322
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 11/267:00 am -
2 stops10h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![American Airlines logo]()
$328
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 11/209:00 am -
1 stop7h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Delta logo]()
$329
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 October 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $374 (Air Canada) |
One-way from | $220 (Trip.com) |
Popular in | August |
Cheapest in | February |
Average price | $558 |
Good round-trip deal | $398 or less |
Good one-way deal | $428 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 October 18, 2026.
Use the filters below to find and compare flights from Jamaica to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Tue 12/22
3:20 pm-10:50 pm
1 stop7h 30m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$272
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Tue 12/15
3:20 pm-1:54 pm
2 stops22h 34m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$273
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Wed 1/13
2:54 pm-4:59 pm
1 stop26h 05m
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
Fri 12/18
1:25 pm-11:59 pm
2 stops10h 34m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$275
Quickest round-trip
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Tue 4/13
2:25 pm-7:40 pm
Nonstop4h 15m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$287
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Tue 12/1
10:40 am-8:56 pm
1 stop10h 16m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$289
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Thu 4/15
1:52 pm-12:49 am
1 stop9h 57m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$297
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Sun 1/17
3:25 pm-7:40 pm
Nonstop4h 15m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$315
Montego BayBoston
MBJ Montego Bay Sangster Intl - BOS Boston Logan Intl
MBJBOS
Montego Bay Sangster Intl
Sun 1/17
1:25 pm-11:59 pm
2 stops34h 34m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$315
KingstonBoston
KIN Kingston Norman Manley - BOS Boston Logan Intl
KINBOS
Kingston Norman Manley
Tue 12/1
12:45 pm-10:37 pm
1 stop9h 52m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$319
Showing 1-10 of 45 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
OCJ-BOS
KIN-ORH
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
OCJ-BOS
KIN-ORH
What is the cheapest month to book a flight from Jamaica to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Jamaica to Massachusetts (average of $398). Flying from Jamaica to Massachusetts in August is currently the most expensive (average of $589). 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 October 18, 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 38 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 October 18, 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.
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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
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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 October 18, 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 October 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$310 | Average$421 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$324 | Average$491 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$324 | Average$551 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$330 | Average$408 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$489 | Average$655 | FlexibilityNo cancel fee | On-time63% |