$168+ Cheap flights from Trinidad and Tobago to Massachusetts
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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Mar 16 — Mar 231
1 adult, Economy
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Find cheap flights from Trinidad and Tobago to Massachusetts 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
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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 Trinidad and Tobago to Massachusetts
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Cheapest flights from Trinidad and Tobago to MassachusettsExplore the most affordable flight options available from Trinidad and Tobago to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 14, 2026.
Explore the most affordable flight options available from Trinidad and Tobago to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 14, 2026.
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Fri 5/112:30 am
POS
- BOS
1 stop11h 46m
United Airlines
Sun 5/107:25 am
BOS
- POS
1 stop15h 58m
United Airlines
Deal found 2/13![United Airlines logo]()
$283
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Fri 5/112:30 am
POS
- BOS
1 stop11h 46m
United Airlines
Tue 5/1210:00 am
BOS
- POS
2 stops13h 23m
United Airlines
Deal found 2/13![United Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 2/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/282:56 pm
POS
- BDL
2 stops19h 34m
American Airlines
Wed 8/267:31 pm
BDL
- POS
2 stops20h 24m
American Airlines
Deal found 2/12![American Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 2/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:47 pm
POS
- BOS
2 stops16h 39m
American Airlines
Sun 5/106:53 pm
BOS
- POS
2 stops19h 39m
American Airlines
Deal found 2/12![American Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Tue 3/32:20 am
POS
- BOS
2 stops17h 48m
United Airlines
Fri 3/65:45 am
BOS
- POS
2 stops41h 38m
United Airlines
Deal found 2/13![United Airlines logo]()
$311
This JetBlue deal was found by Cheapflights users on 2/10. 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 5/25:38 pm
POS
- BOS
1 stop14h 03m
JetBlue
Tue 5/125:20 am
BOS
- POS
1 stop8h 15m
JetBlue
Deal found 2/10![JetBlue logo]()
$315
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1812:30 am
POS
- BOS
2 stops24h 05m
United Airlines
Wed 3/2512:07 pm
BOS
- POS
3 stops35h 16m
United Airlines
Deal found 2/11![United Airlines logo]()
$318
This Copa Airlines deal was found by Cheapflights users on 2/10. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:49 am
POS
- BOS
1 stop19h 19m
Copa Airlines
Sun 5/104:00 pm
BOS
- POS
1 stop9h 46m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$323
This JetBlue deal was found by Cheapflights users on 2/13. 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.
Wed 3/49:05 am
POS
- BOS
1 stop9h 10m
JetBlue
Fri 3/68:04 pm
BOS
- POS
1 stop10h 13m
JetBlue
Deal found 2/13![JetBlue logo]()
$326
This Cheapflightsfares deal was found by Cheapflights users on 2/13. 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.
Fri 5/15:38 pm
POS
- BOS
1 stop14h 03m
JetBlue
Sun 5/105:20 am
BOS
- POS
1 stop8h 15m
JetBlue
Deal found 2/13![JetBlue logo]()
$337
This JetBlue deal was found by Cheapflights users on 2/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/283:46 pm
POS
- BDL
1 stop8h 08m
JetBlue
Wed 8/266:25 am
BDL
- POS
1 stop7h 55m
JetBlue
Deal found 2/12![JetBlue logo]()
$505
This American Airlines deal was found by Cheapflights users on 2/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/252:56 pm
POS
- BDL
2 stops19h 28m
American Airlines
Sat 8/227:31 pm
BDL
- POS
2 stops20h 24m
American Airlines
Deal found 2/12![American Airlines logo]()
$558
Best flights from Trinidad and Tobago to MassachusettsDiscover carefully curated flight deals from Trinidad and Tobago to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 14, 2026.
Discover carefully curated flight deals from Trinidad and Tobago to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 14, 2026.
This United Airlines deal was found by Cheapflights users on 2/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:30 am
POS
- BOS
1 stop11h 46m
United Airlines
Tue 5/129:45 am
BOS
- POS
1 stop13h 38m
United Airlines
Deal found 2/12![United Airlines logo]()
$283
This JetBlue deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/273:29 pm
POS
- BOS
1 stop8h 21m
JetBlue
Wed 4/85:15 am
BOS
- POS
1 stop9h 00m
JetBlue
Deal found 2/10![JetBlue logo]()
$283
This American Airlines deal was found by Cheapflights users on 2/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/282:56 pm
POS
- BDL
2 stops19h 34m
American Airlines
Wed 8/267:31 pm
BDL
- POS
2 stops20h 24m
American Airlines
Deal found 2/12![American Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 2/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:30 am
POS
- BOS
1 stop11h 46m
United Airlines
Sun 5/107:25 am
BOS
- POS
1 stop15h 58m
United Airlines
Deal found 2/12![United Airlines logo]()
$283
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Fri 5/13:47 pm
POS
- BOS
2 stops20h 24m
American Airlines
Sun 5/106:53 pm
BOS
- POS
2 stops19h 39m
American Airlines
Deal found 2/13![American Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1812:30 am
POS
- BOS
2 stops24h 05m
United Airlines
Wed 3/259:32 am
BOS
- POS
1 stop13h 51m
United Airlines
Deal found 2/11![United Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 2/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:47 pm
POS
- BOS
2 stops16h 39m
American Airlines
Sun 5/106:53 pm
BOS
- POS
2 stops19h 39m
American Airlines
Deal found 2/12![American Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Tue 3/32:20 am
POS
- BOS
2 stops17h 48m
United Airlines
Fri 3/65:45 am
BOS
- POS
2 stops41h 38m
United Airlines
Deal found 2/13![United Airlines logo]()
$311
This JetBlue deal was found by Cheapflights users on 2/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/283:46 pm
POS
- BDL
1 stop8h 08m
JetBlue
Wed 8/266:25 am
BDL
- POS
1 stop7h 55m
JetBlue
Deal found 2/12![JetBlue logo]()
$505
This American Airlines deal was found by Cheapflights users on 2/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/252:56 pm
POS
- BDL
2 stops19h 28m
American Airlines
Sat 8/227:31 pm
BDL
- POS
2 stops20h 24m
American Airlines
Deal found 2/12![American Airlines logo]()
$558
This Travelocity deal was found by Cheapflights users on 2/12. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/253:46 pm
POS
- BDL
1 stop8h 08m
JetBlue
Sat 8/226:25 am
BDL
- POS
1 stop7h 55m
JetBlue
Deal found 2/12![JetBlue logo]()
$703
This Travelocity deal was found by Cheapflights users on 2/12. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:00 am
POS
- BDL
3 stops17h 58m
Multiple Airlines
Sat 8/226:25 am
BDL
- POS
2 stops30h 35m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$1,604
This Expedia deal was found by Cheapflights users on 2/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/271:25 am
POS
- BDL
2 stops22h 33m
Multiple Airlines
Wed 8/262:48 pm
BDL
- POS
3 stops34h 37m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$4,540
Last-minute flights from Trinidad and Tobago to MassachusettsDiscover last-minute flight deals from Trinidad and Tobago to Massachusetts. Data last updated February 14, 2026 and is based on user searches.
Discover last-minute flight deals from Trinidad and Tobago to Massachusetts. Data last updated February 14, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 2/11. 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 2/122:20 am
POS
- BOS
2 stops13h 32m
Air Canada
Sat 2/216:55 pm
BOS
- POS
1 stop29h 25m
Air Canada
Deal found 2/11![Air Canada logo]()
$388
This Booking.com deal was found by Cheapflights users on 2/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/272:20 am
POS
- BOS
1 stop14h 37m
Air Canada
Fri 4/175:30 am
BOS
- POS
2 stops18h 50m
Air Canada
Deal found 2/13![Air Canada logo]()
$404
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Tue 3/32:20 am
POS
- BOS
2 stops17h 48m
United Airlines
Fri 3/65:45 am
BOS
- POS
2 stops41h 38m
United Airlines
Deal found 2/13![United Airlines logo]()
$311
This JetBlue deal was found by Cheapflights users on 2/13. 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.
Wed 3/49:05 am
POS
- BOS
1 stop9h 10m
JetBlue
Fri 3/68:04 pm
BOS
- POS
1 stop10h 13m
JetBlue
Deal found 2/13![JetBlue logo]()
$326
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1812:30 am
POS
- BOS
2 stops24h 05m
United Airlines
Wed 3/259:32 am
BOS
- POS
1 stop13h 51m
United Airlines
Deal found 2/11![United Airlines logo]()
$287
This Copa Airlines deal was found by Cheapflights users on 2/11. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/183:46 am
POS
- BOS
1 stop19h 24m
Copa Airlines
Wed 3/258:44 am
BOS
- POS
1 stop17h 02m
Copa Airlines
Deal found 2/11![Copa Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 2/11. 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 3/193:10 pm
POS
- BOS
2 stops20h 26m
American Airlines
Wed 3/255:30 pm
BOS
- POS
2 stops20h 40m
American Airlines
Deal found 2/11![American Airlines logo]()
$292
This JetBlue deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/273:29 pm
POS
- BOS
1 stop8h 21m
JetBlue
Wed 4/85:15 am
BOS
- POS
1 stop9h 00m
JetBlue
Deal found 2/10![JetBlue logo]()
$283
This American Airlines deal was found by Cheapflights users on 2/11. 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 3/303:10 pm
POS
- BOS
2 stops22h 49m
American Airlines
Fri 4/105:40 pm
BOS
- POS
2 stops20h 52m
American Airlines
Deal found 2/11![American Airlines logo]()
$314
One-way flights from Trinidad and Tobago to MassachusettsSearch for one-way flight options from Trinidad and Tobago to Massachusetts. Find affordable one-way fares based on user searches. Data last updated February 14, 2026.
Search for one-way flight options from Trinidad and Tobago to Massachusetts. Find affordable one-way fares based on user searches. Data last updated February 14, 2026.
This United Airlines deal was found by Cheapflights users on 2/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/712:30 am
POS
- BOS
1 stop11h 46m
United Airlines
Deal found 2/12![United Airlines logo]()
$168
This FlightHub deal was found by Cheapflights users on 2/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/131:20 am
POS
- BOS
2 stops32h 12m
Air Canada
Deal found 2/13![Air Canada logo]()
$214
This Cheapflightsfares deal was found by Cheapflights users on 2/13. 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 3/143:26 pm
POS
- BOS
1 stop16h 17m
JetBlue
Deal found 2/13![JetBlue logo]()
$298
This Mytrip deal was found by Cheapflights users on 2/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/71:20 am
POS
- BOS
3 stops20h 13m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$407
This United Airlines deal was found by Cheapflights users on 2/11. 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 4/1112:30 am
POS
- BOS
1 stop11h 46m
United Airlines
Deal found 2/11![United Airlines logo]()
$419
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/183:50 pm
POS
- BOS
3 stops27h 10m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$445
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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.
Fri 2/208:50 am
POS
- BOS
1 stop9h 26m
JetBlue
Deal found 2/10![JetBlue logo]()
$447
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1210:10 am
POS
- BOS
3 stops25h 35m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$448
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 2/198:50 am
POS
- BOS
1 stop12h 13m
JetBlue
Deal found 2/10![JetBlue logo]()
$537
This Priceline deal was found by Cheapflights users on 2/10. 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.
Wed 2/188:50 am
POS
- BOS
1 stop12h 13m
JetBlue
Deal found 2/10![JetBlue logo]()
$538
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/209:10 am
POS
- BOS
2 stops40h 19m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$567
Find flight deals from Trinidad and Tobago to Massachusetts
Keep the following information in mind while searching for Trinidad and Tobago to Massachusetts flight deals. Data was last updated February 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $283 (United Airlines) |
One-way from | $168 (United Airlines) |
Popular in | August |
Cheapest in | February |
Average price | $268 |
Cheapflights Fare Finder
Customize your flight search to find flights from Trinidad and Tobago 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 2,558,603 searches. Data last updated February 14, 2026.
Use the filters below to find and compare flights from Trinidad and Tobago to Massachusetts that are best for you.
Fly from
Trinidad and Tobago
Fly to
Massachusetts
Route
Depart
Return
Price
Port of SpainBoston
POS - BOS
POSBOS
Port of Spain Piarco Intl
Fri 5/1
12:30 am-12:16 pm
1 stop11h 46m
Boston Logan Intl
Tue 5/12
9:45 am-11:23 pm
1 stop13h 38m
$283
Port of SpainBoston
POS - BOS
POSBOS
Port of Spain Piarco Intl
Fri 3/27
3:29 pm-11:50 pm
1 stop8h 21m
Boston Logan Intl
Wed 4/8
5:15 am-2:15 pm
1 stop9h 00m
$283
Port of SpainBoston
POS - BOS
POSBOS
Port of Spain Piarco Intl
Fri 5/1
12:30 am-12:16 pm
1 stop11h 46m
Boston Logan Intl
Sun 5/10
7:25 am-11:23 pm
1 stop15h 58m
$283
Port of SpainBoston
POS - BOS
POSBOS
Port of Spain Piarco Intl
Wed 3/18
12:30 am-12:35 am
2 stops24h 05m
Boston Logan Intl
Wed 3/25
9:32 am-11:23 pm
1 stop13h 51m
$287
Port of SpainHartford
POS - BDL
POSBDL
Port of Spain Piarco Intl
Tue 7/28
2:56 pm-10:30 am
2 stops19h 34m
Hartford Bradley Intl
Wed 8/26
7:31 pm-3:55 pm
2 stops20h 24m
$292
Port of SpainBoston
POS - BOS
POSBOS
Port of Spain Piarco Intl
Fri 5/1
3:47 pm-12:11 pm
2 stops20h 24m
Boston Logan Intl
Sun 5/10
6:53 pm-2:32 pm
2 stops19h 39m
$292
Port of SpainBoston
POS - BOS
POSBOS
Port of Spain Piarco Intl
Sat 5/2
3:47 pm-8:26 am
2 stops16h 39m
Boston Logan Intl
Sun 5/10
6:53 pm-2:32 pm
2 stops19h 39m
$292
Port of SpainBoston
POS - BOS
POSBOS
Port of Spain Piarco Intl
Tue 3/3
2:20 am-7:08 pm
2 stops17h 48m
Boston Logan Intl
Fri 3/6
5:45 am-12:23 am
2 stops41h 38m
$311
Port of SpainHartford
POS - BDL
POSBDL
Port of Spain Piarco Intl
Tue 7/28
3:46 pm-11:54 pm
1 stop8h 08m
Hartford Bradley Intl
Wed 8/26
6:25 am-2:20 pm
1 stop7h 55m
$505
Port of SpainHartford
POS - BDL
POSBDL
Port of Spain Piarco Intl
Sat 7/25
2:56 pm-10:24 am
2 stops19h 28m
Hartford Bradley Intl
Sat 8/22
7:31 pm-3:55 pm
2 stops20h 24m
$558
Showing 1-10 of 23 results
Best time to book a flight from Trinidad and Tobago to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Trinidad and Tobago with our price prediction graph.
POS-BOS
POS-BDL
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 Trinidad and Tobago to Massachusetts
TT0-USMA
POS-BOS
POS-BDL
No data available for this route at this time. Please check back soon.
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 February 14, 2026.
Get a feel of what it's like to fly with Copa Airlines, United Airlines, and American Airlines from Trinidad and Tobago to Massachusetts by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.5
Boarding
7.8
Entertainment
6.8
Comfort
7.4
Crew
8.1
Food
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Overall
7.5
Boarding
7.8
Entertainment
6.8
Comfort
7.4
Crew
8.1
Food
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Overall
7.5
Boarding
7.8
Entertainment
6.8
Comfort
7.4
Crew
8.1
Food
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Overall
7.5
Boarding
7.8
Entertainment
6.8
Comfort
7.4
Crew
8.1
Food
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Overall
7.5
Boarding
7.8
Entertainment
6.8
Comfort
7.4
Crew
8.1
Food
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Overall
7.5
Boarding
7.8
Entertainment
6.8
Comfort
7.4
Crew
8.1
Food
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Related info for your journey
Find useful and relevant information for your journey from Trinidad and Tobago to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Trinidad and Tobago to Massachusetts
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Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Trinidad and Tobago to Massachusetts by cabin class
Find flights from Trinidad and Tobago to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Trinidad and Tobago and Massachusetts flights
Browse other Trinidad and Tobago and Massachusetts flight options. Last updated on February 14, 2026.
Popular flight searches
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Find a return flight route from Massachusetts
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Trinidad and Tobago to Massachusetts flights
Consider these flights traveling from Trinidad and Tobago to Massachusetts.
Top 5 airlines flying from Trinidad and Tobago to Massachusetts
Discover the top 5 airlines that operate flights from Trinidad and Tobago 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 2,558,603 searches. Data last updated February 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$171 | Average$555 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$184 | Average$448 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$241 | Average$572 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$256 | Average$350 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$515 | Average$620 | FlexibilityNo cancel fee | On-time71% |