$124+ Cheap flights from Boston (BOS) to Trinidad and Tobago
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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Mar 20 — Mar 271
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Boston to Trinidad and Tobago 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 Boston to Trinidad and Tobago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Boston to Trinidad and TobagoExplore the most affordable flight options available from Boston to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.
Explore the most affordable flight options available from Boston to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Thu 10/299:50 am
BOS
- POS
1 stop13h 33m
United Airlines
Mon 11/21:30 am
POS
- BOS
2 stops15h 56m
United Airlines
Deal found 2/15![United Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 2/15. 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 4/155:40 pm
BOS
- POS
2 stops20h 52m
American Airlines
Wed 4/223:47 pm
POS
- BOS
2 stops19h 25m
American Airlines
Deal found 2/15![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 2/15. 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.
Fri 5/85:30 pm
BOS
- POS
2 stops21h 02m
American Airlines
Sun 5/103:47 pm
POS
- BOS
2 stops21h 31m
American Airlines
Deal found 2/15![American Airlines logo]()
$279
This Copa Airlines deal was found by Cheapflights users on 2/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:47 am
BOS
- POS
1 stop17h 00m
Copa Airlines
Tue 10/273:40 am
POS
- BOS
1 stop10h 59m
Copa Airlines
Deal found 2/16![Copa Airlines logo]()
$280
This American Airlines deal was found by Cheapflights users on 2/14. 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.
Wed 3/45:30 pm
BOS
- POS
2 stops20h 36m
American Airlines
Sat 3/74:06 pm
POS
- BOS
2 stops22h 10m
American Airlines
Deal found 2/14![American Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 2/17. 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 4/155:40 pm
BOS
- POS
2 stops20h 52m
American Airlines
Tue 4/213:47 pm
POS
- BOS
1 stop18h 15m
American Airlines
Deal found 2/17![American Airlines logo]()
$294
This American Airlines deal was found by Cheapflights users on 2/14. 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.
Mon 3/26:52 pm
BOS
- POS
2 stops19h 14m
American Airlines
Fri 3/64:06 pm
POS
- BOS
2 stops19h 04m
American Airlines
Deal found 2/14![American Airlines logo]()
$298
This Copa Airlines deal was found by Cheapflights users on 2/17. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/194:05 pm
BOS
- POS
1 stop9h 41m
Copa Airlines
Mon 3/233:46 am
POS
- BOS
1 stop19h 24m
Copa Airlines
Deal found 2/17![Copa Airlines logo]()
$301
This Copa Airlines deal was found by Cheapflights users on 2/15. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/23:05 pm
BOS
- POS
1 stop9h 41m
Copa Airlines
Thu 3/53:46 am
POS
- BOS
1 stop19h 24m
Copa Airlines
Deal found 2/15![Copa Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 2/16. 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.
Sat 3/73:40 pm
BOS
- POS
2 stops21h 30m
American Airlines
Tue 3/103:10 pm
POS
- BOS
1 stop18h 51m
American Airlines
Deal found 2/16![American Airlines logo]()
$306
This American Airlines deal was found by Cheapflights users on 2/15. 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 2/227:50 pm
BOS
- POS
2 stops18h 16m
American Airlines
Sun 3/83:10 pm
POS
- BOS
2 stops22h 12m
American Airlines
Deal found 2/15![American Airlines logo]()
$311
This FlightHub deal was found by Cheapflights users on 2/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:15 am
BOS
- POS
1 stop18h 05m
Multiple Airlines
Fri 5/15:38 pm
POS
- BOS
1 stop14h 03m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$317
Best flights from Boston to Trinidad and TobagoDiscover carefully curated flight deals from Boston to Trinidad and Tobago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 18, 2026.
Discover carefully curated flight deals from Boston to Trinidad and Tobago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 18, 2026.
This United Airlines deal was found by Cheapflights users on 2/16. 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 4/2510:05 am
BOS
- POS
2 stops13h 18m
United Airlines
Mon 4/2712:30 am
POS
- BOS
2 stops15h 52m
United Airlines
Deal found 2/16![United Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 2/15. 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 4/155:40 pm
BOS
- POS
2 stops20h 52m
American Airlines
Tue 4/213:47 pm
POS
- BOS
2 stops21h 31m
American Airlines
Deal found 2/15![American Airlines logo]()
$274
This Copa Airlines deal was found by Cheapflights users on 2/14. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/153:46 pm
BOS
- POS
1 stop9h 54m
Copa Airlines
Mon 4/203:44 am
POS
- BOS
1 stop19h 25m
Copa Airlines
Deal found 2/14![Copa Airlines logo]()
$280
This Mytrip deal was found by Cheapflights users on 2/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:27 am
BOS
- TAB
2 stops26h 03m
Multiple Airlines
Mon 3/910:20 pm
TAB
- BOS
2 stops25h 39m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$528
This American Airlines deal was found by Cheapflights users on 2/14. 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.
Wed 4/156:53 pm
BOS
- POS
2 stops19h 39m
American Airlines
Wed 4/223:47 pm
POS
- BOS
2 stops19h 25m
American Airlines
Deal found 2/14![American Airlines logo]()
$274
This Copa Airlines deal was found by Cheapflights users on 2/14. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/153:46 pm
BOS
- POS
1 stop9h 54m
Copa Airlines
Tue 4/213:44 am
POS
- BOS
1 stop10h 47m
Copa Airlines
Deal found 2/14![Copa Airlines logo]()
$280
This American Airlines deal was found by Cheapflights users on 2/15. 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.
Fri 5/85:30 pm
BOS
- POS
2 stops21h 02m
American Airlines
Sun 5/103:47 pm
POS
- BOS
2 stops21h 31m
American Airlines
Deal found 2/15![American Airlines logo]()
$279
This Copa Airlines deal was found by Cheapflights users on 2/17. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/194:05 pm
BOS
- POS
1 stop9h 41m
Copa Airlines
Mon 3/233:46 am
POS
- BOS
1 stop19h 24m
Copa Airlines
Deal found 2/17![Copa Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 2/18. 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 5/85:30 pm
BOS
- POS
2 stops21h 02m
American Airlines
Fri 5/153:47 pm
POS
- BOS
2 stops19h 25m
American Airlines
Deal found 2/18![American Airlines logo]()
$294
This Mytrip deal was found by Cheapflights users on 2/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:15 am
BOS
- TAB
2 stops22h 55m
Multiple Airlines
Wed 3/1812:25 am
TAB
- BOS
2 stops16h 29m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$532
This Mytrip deal was found by Cheapflights users on 2/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/205:10 am
BOS
- TAB
3 stops18h 45m
Multiple Airlines
Fri 5/2910:20 pm
TAB
- BOS
3 stops35h 34m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$1,012
This Mytrip deal was found by Cheapflights users on 2/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2710:50 am
BOS
- TAB
2 stops21h 40m
Multiple Airlines
Mon 8/312:30 am
TAB
- BOS
2 stops33h 23m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$1,216
Last-minute flights from Boston to Trinidad and TobagoDiscover last-minute flight deals from Boston to Trinidad and Tobago. Data last updated February 18, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Trinidad and Tobago. Data last updated February 18, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/15. 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 2/227:50 pm
BOS
- POS
2 stops18h 16m
American Airlines
Sun 3/83:10 pm
POS
- BOS
2 stops22h 12m
American Airlines
Deal found 2/15![American Airlines logo]()
$311
This United Airlines deal was found by Cheapflights users on 2/16. 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.
Thu 2/267:45 am
BOS
- POS
2 stops16h 20m
United Airlines
Sun 3/12:20 am
POS
- BOS
1 stop9h 35m
United Airlines
Deal found 2/16![United Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 2/16. 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.
Fri 2/277:50 pm
BOS
- POS
2 stops18h 16m
American Airlines
Mon 3/24:06 pm
POS
- BOS
2 stops19h 51m
American Airlines
Deal found 2/16![American Airlines logo]()
$318
This JetBlue deal was found by Cheapflights users on 2/14. 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 2/286:37 pm
BOS
- POS
1 stop11h 40m
JetBlue
Wed 3/49:05 am
POS
- BOS
1 stop9h 10m
JetBlue
Deal found 2/14![JetBlue logo]()
$324
This American Airlines deal was found by Cheapflights users on 2/15. 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.
Mon 3/26:54 pm
BOS
- POS
2 stops19h 12m
American Airlines
Fri 3/64:06 pm
POS
- BOS
2 stops23h 08m
American Airlines
Deal found 2/15![American Airlines logo]()
$298
This Copa Airlines deal was found by Cheapflights users on 2/15. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/23:05 pm
BOS
- POS
1 stop9h 41m
Copa Airlines
Thu 3/53:46 am
POS
- BOS
1 stop19h 24m
Copa Airlines
Deal found 2/15![Copa Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 2/14. 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.
Wed 3/45:30 pm
BOS
- POS
2 stops20h 36m
American Airlines
Sat 3/74:06 pm
POS
- BOS
2 stops22h 10m
American Airlines
Deal found 2/14![American Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 2/16. 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.
Sat 3/73:40 pm
BOS
- POS
2 stops21h 30m
American Airlines
Tue 3/103:10 pm
POS
- BOS
1 stop18h 51m
American Airlines
Deal found 2/16![American Airlines logo]()
$306
This American Airlines deal was found by Cheapflights users on 2/16. 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.
Mon 3/166:52 pm
BOS
- POS
2 stops19h 18m
American Airlines
Mon 3/233:10 pm
POS
- BOS
2 stops19h 47m
American Airlines
Deal found 2/16![American Airlines logo]()
$294
This Copa Airlines deal was found by Cheapflights users on 2/17. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/194:05 pm
BOS
- POS
1 stop9h 41m
Copa Airlines
Mon 3/233:46 am
POS
- BOS
1 stop19h 24m
Copa Airlines
Deal found 2/17![Copa Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 2/16. 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 3/245:30 pm
BOS
- POS
2 stops20h 40m
American Airlines
Tue 3/313:10 pm
POS
- BOS
2 stops22h 49m
American Airlines
Deal found 2/16![American Airlines logo]()
$274
This Copa Airlines deal was found by Cheapflights users on 2/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:44 am
BOS
- POS
1 stop17h 02m
Copa Airlines
Mon 3/303:46 am
POS
- BOS
1 stop19h 24m
Copa Airlines
Deal found 2/16![Copa Airlines logo]()
$326
One-way flights from Boston to Trinidad and TobagoSearch for one-way flight options from Boston to Trinidad and Tobago. Find affordable one-way fares based on user searches. Data last updated February 18, 2026.
Search for one-way flight options from Boston to Trinidad and Tobago. Find affordable one-way fares based on user searches. Data last updated February 18, 2026.
This American Airlines deal was found by Cheapflights users on 2/16. 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.
Fri 5/88:30 pm
BOS
- POS
2 stops18h 02m
American Airlines
Deal found 2/16![American Airlines logo]()
$124
This Cheapflightsfares deal was found by Cheapflights users on 2/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:20 am
BOS
- POS
1 stop8h 15m
JetBlue
Deal found 2/16![JetBlue logo]()
$164
This Air Canada deal was found by Cheapflights users on 2/15. 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.
Fri 4/310:45 am
BOS
- POS
1 stop13h 35m
Air Canada
Deal found 2/15![Air Canada logo]()
$169
This JetBlue deal was found by Cheapflights users on 2/15. 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.
Mon 7/276:05 am
BOS
- POS
1 stop8h 15m
JetBlue
Deal found 2/15![JetBlue logo]()
$180
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Mon 7/278:15 am
BOS
- POS
2 stops39h 08m
United Airlines
Deal found 2/15![United Airlines logo]()
$316
This Mytrip deal was found by Cheapflights users on 2/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/310:45 am
BOS
- POS
3 stops31h 35m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$466
This Orbitz deal was found by Cheapflights users on 2/16. 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.
Fri 5/86:50 pm
BOS
- POS
3 stops30h 35m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$660
This Booking.com deal was found by Cheapflights users on 2/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/275:00 pm
BOS
- TAB
2 stops21h 15m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$663
Find flight deals from Boston to Trinidad and Tobago
Keep the following information in mind while searching for Boston to Trinidad and Tobago flight deals. Data was last updated February 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $270 (United Airlines) |
One-way from | $124 (American Airlines) |
Popular in | February |
Cheapest in | January |
Average price | $738 |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Trinidad and Tobago 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 18, 2026.
Use the filters below to find and compare flights from Boston to Trinidad and Tobago that are best for you.
Fly from
Boston
Fly to
Trinidad and Tobago
Route
Depart
Return
Price
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Sat 4/25
10:05 am-11:23 pm
2 stops13h 18m
Port of Spain Piarco Intl
Mon 4/27
12:30 am-4:22 pm
2 stops15h 52m
$270
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Wed 4/15
5:40 pm-2:32 pm
2 stops20h 52m
Port of Spain Piarco Intl
Tue 4/21
3:47 pm-1:18 pm
2 stops21h 31m
$274
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Wed 4/15
6:53 pm-2:32 pm
2 stops19h 39m
Port of Spain Piarco Intl
Wed 4/22
3:47 pm-11:12 am
2 stops19h 25m
$274
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Fri 5/8
5:30 pm-2:32 pm
2 stops21h 02m
Port of Spain Piarco Intl
Sun 5/10
3:47 pm-1:18 pm
2 stops21h 31m
$279
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Wed 4/15
3:46 pm-1:40 am
1 stop9h 54m
Port of Spain Piarco Intl
Mon 4/20
3:44 am-11:09 pm
1 stop19h 25m
$280
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Wed 4/15
3:46 pm-1:40 am
1 stop9h 54m
Port of Spain Piarco Intl
Tue 4/21
3:44 am-2:31 pm
1 stop10h 47m
$280
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Fri 5/8
5:30 pm-2:32 pm
2 stops21h 02m
Port of Spain Piarco Intl
Fri 5/15
3:47 pm-11:12 am
2 stops19h 25m
$294
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Thu 3/19
4:05 pm-1:46 am
1 stop9h 41m
Port of Spain Piarco Intl
Mon 3/23
3:46 am-11:10 pm
1 stop19h 24m
$301
BostonScarborough
BOS - TAB
BOSTAB
Boston Logan Intl
Mon 3/2
5:27 am-8:30 am
2 stops26h 03m
Scarborough ANR Robinson Intl
Mon 3/9
10:20 pm-11:59 pm
2 stops25h 39m
$528
BostonScarborough
BOS - TAB
BOSTAB
Boston Logan Intl
Thu 3/5
6:15 am-6:10 am
2 stops22h 55m
Scarborough ANR Robinson Intl
Wed 3/18
12:25 am-4:54 pm
2 stops16h 29m
$532
Showing 1-10 of 20 results
Best time to book a flight from Boston to Trinidad and Tobago
Have a flexible travel schedule? Discover the best time to fly to Trinidad and Tobago from Boston with our price prediction graph.
BOS-POS
BOS-TAB
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 Boston to Trinidad and Tobago
BOS-TT0
BOS-POS
BOS-TAB
What is the cheapest month to book a flight from Boston to Trinidad and Tobago?
Currently, December is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $164). Flying from Boston to Trinidad and Tobago in June is currently the most expensive (average of $506). 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.
Reviews of airlines servicing Trinidad and Tobago
Get insights into the airlines that provide service to Trinidad and Tobago. 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 Trinidad and Tobago. Reviews last updated February 18, 2026.
Get a feel of what it's like to fly with Copa Airlines, United Airlines, and American Airlines from Boston to Trinidad and Tobago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.8
Boarding
7.8
Food
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Entertainment
6.8
Boarding
7.8
Food
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Entertainment
6.8
Boarding
7.8
Food
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Entertainment
6.8
Boarding
7.8
Food
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Entertainment
6.8
Boarding
7.8
Food
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Entertainment
6.8
Boarding
7.8
Food
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Related info for your journey
Find useful and relevant information for your journey from Boston to Trinidad and Tobago. 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
Top destinations
Top regions
Alternative routes for Boston to Trinidad and Tobago
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Trinidad and Tobago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Trinidad and Tobago by cabin class
Find flights from Boston to Trinidad and Tobago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Trinidad and Tobago flights
Browse other Boston and Trinidad and Tobago flight options. Last updated on February 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Boston to Trinidad and Tobago flights
Consider these flights traveling from Boston to Trinidad and Tobago.
Fly to Trinidad and Tobago regions
Consider these flights traveling to Trinidad and Tobago regions.
Top 5 airlines flying from Boston to Trinidad and Tobago
Discover the top 5 airlines that operate flights from Boston to Trinidad and Tobago. 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 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$164 | Average$492 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$195 | Average$432 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$260 | Average$617 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$280 | Average$571 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$490 | Average$592 | FlexibilityNo cancel fee | On-time71% |