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Trinidad and Tobago

$101+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap 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 January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$260
(United Airlines)

One-way from

$101
(United Airlines)

Popular in

February

Cheapest in

January

Average price

$468
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
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From Boston Logan Intl to Trinidad and Tobago
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One-way flight from Boston Logan Intl to Trinidad and Tobago
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Highest demand for flights based on searches. 12% potential increase in price ($85 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Boston to Trinidad and Tobago

Cheapest flights from Boston to Trinidad and Tobago
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 January 15, 2026.

This United Airlines deal was found by Cheapflights users on 1/15. 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.
Tue 3/109:32 am
BOS
-
POS
1 stop13h 51m
United Airlines
Wed 3/1812:30 am
POS
-
BOS
2 stops16h 49m
United Airlines
Deal found 1/15$260
This JetBlue deal was found by Cheapflights users on 1/12. 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.
Fri 2/278:05 pm
BOS
-
POS
1 stop10h 12m
JetBlue
Fri 3/69:05 am
POS
-
BOS
1 stop11h 58m
JetBlue
Deal found 1/12$278
This United Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:48 am
BOS
-
POS
2 stops15h 35m
United Airlines
Fri 2/271:30 am
POS
-
BOS
1 stop11h 47m
United Airlines
Deal found 1/13$279
This Copa Airlines deal was found by Cheapflights users on 1/13. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/27:31 am
BOS
-
POS
1 stop17h 42m
Copa Airlines
Thu 2/53:13 am
POS
-
BOS
1 stop19h 50m
Copa Airlines
Deal found 1/13$282
This United Airlines deal was found by Cheapflights users on 1/14. 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.
Wed 1/287:07 pm
BOS
-
POS
2 stops28h 16m
United Airlines
Sat 2/72:20 am
POS
-
BOS
1 stop9h 51m
United Airlines
Deal found 1/14$285
This United Airlines deal was found by Cheapflights users on 1/13. 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.
Mon 2/27:05 am
BOS
-
POS
1 stop16h 18m
United Airlines
Thu 2/51:30 am
POS
-
BOS
2 stops14h 45m
United Airlines
Deal found 1/13$289
This American Airlines deal was found by Cheapflights users on 1/13. 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.
Tue 7/78:00 am
BOS
-
POS
1 stop14h 47m
American Airlines
Tue 7/142:56 pm
POS
-
BOS
1 stop19h 11m
American Airlines
Deal found 1/13$290
This Expedia deal was found by Cheapflights users on 1/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:15 pm
BOS
-
POS
1 stop12h 02m
JetBlue
Sun 2/2212:22 pm
POS
-
BOS
2 stops22h 02m
JetBlue
Deal found 1/13$292
This American Airlines deal was found by Cheapflights users on 1/13. 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 3/186:53 pm
BOS
-
POS
2 stops19h 17m
American Airlines
Wed 3/253:10 pm
POS
-
BOS
2 stops20h 26m
American Airlines
Deal found 1/13$294
This American Airlines deal was found by Cheapflights users on 1/13. 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.
Tue 3/105:00 am
BOS
-
POS
1 stop9h 10m
American Airlines
Fri 3/203:10 pm
POS
-
BOS
2 stops22h 10m
American Airlines
Deal found 1/13$295
This American Airlines deal was found by Cheapflights users on 1/13. 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 5/155:40 pm
BOS
-
POS
2 stops20h 52m
American Airlines
Tue 5/193:47 pm
POS
-
BOS
2 stops21h 31m
American Airlines
Deal found 1/13$296
This Gotogate deal was found by Cheapflights users on 1/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/110:45 am
BOS
-
TAB
2 stops21h 25m
Multiple Airlines
Fri 3/611:00 pm
TAB
-
BOS
2 stops24h 37m
Multiple Airlines
Deal found 1/13$1,316

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 January 15, 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

Sun 3/8

9:32 am-11:23 pm

1 stop13h 51m

Port of Spain Piarco Intl

Wed 3/18

12:30 am-5:19 pm

2 stops16h 49m

$260

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 3/10

9:32 am-11:23 pm

1 stop13h 51m

Port of Spain Piarco Intl

Wed 3/18

12:30 am-5:19 pm

2 stops16h 49m

$260

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 3/9

9:32 am-11:23 pm

1 stop13h 51m

Port of Spain Piarco Intl

Wed 3/18

12:30 am-3:16 pm

2 stops14h 46m

$260

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 4/9

3:51 pm-1:40 am

1 stop9h 49m

Port of Spain Piarco Intl

Sun 4/12

3:44 am-11:09 pm

1 stop19h 25m

$278

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 2/27

8:05 pm-7:17 am

1 stop10h 12m

Port of Spain Piarco Intl

Fri 3/6

9:05 am-8:03 pm

1 stop11h 58m

$278

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 2/2

7:31 am-2:13 am

1 stop17h 42m

Port of Spain Piarco Intl

Thu 2/5

3:13 am-10:03 pm

1 stop19h 50m

$282

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 2/2

7:05 am-12:23 am

1 stop16h 18m

Port of Spain Piarco Intl

Thu 2/5

1:30 am-3:15 pm

2 stops14h 45m

$289

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/18

5:30 pm-2:10 pm

2 stops20h 40m

Port of Spain Piarco Intl

Fri 3/27

3:10 pm-1:22 pm

2 stops22h 12m

$294

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 3/9

9:33 pm-2:10 pm

2 stops16h 37m

Port of Spain Piarco Intl

Thu 3/19

3:10 pm-1:14 pm

2 stops22h 04m

$294

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/11

5:00 pm-2:10 pm

2 stops21h 10m

Port of Spain Piarco Intl

Wed 3/18

3:10 pm-11:36 am

2 stops20h 26m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

Showing 1-10 of 25 results
1
2
3

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.
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

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 August is currently the most expensive (average of $510). 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 January 15, 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.
Copa Airlines
7.6
Good
1,559 reviews

Comfort

7.4

Overall

7.6

Entertainment

6.8

Food

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Copa Airlines
7.6
Good
1,559 reviews
Copa Airlines
7.6
Good
1,559 reviews

Comfort

7.4

Overall

7.6

Entertainment

6.8

Food

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
United Airlines
7.4
Good
9,163 reviews
Copa Airlines
7.6
Good
1,559 reviews

Comfort

7.4

Overall

7.6

Entertainment

6.8

Food

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
American Airlines
7.2
Good
11,130 reviews
Copa Airlines
7.6
Good
1,559 reviews

Comfort

7.4

Overall

7.6

Entertainment

6.8

Food

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
JetBlue
7.2
Good
2,887 reviews
Copa Airlines
7.6
Good
1,559 reviews

Comfort

7.4

Overall

7.6

Entertainment

6.8

Food

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Air Canada
7.1
Good
10,622 reviews
Copa Airlines
7.6
Good
1,559 reviews

Comfort

7.4

Overall

7.6

Entertainment

6.8

Food

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

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.

  • What airport do you fly from for flights from Boston to Trinidad and Tobago?

    Most people fly from Boston Logan Intl (BOS) if they book a flight from Boston to Trinidad and Tobago. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • How long is the flight from Boston to Trinidad and Tobago?

    There are many flights that can get you from Boston to Trinidad and Tobago in 9h 49m. Fly via United Airlines, Copa Airlines, or JetBlue to get the fastest option. Boston and Trinidad and Tobago are separated by a distance of 2270 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Boston to Trinidad and Tobago one-way?

    One-way options have recently been found by users for as low as $120 on United Airlines. Other airlines that offer cheap prices include Air Canada from $144 and American Airlines from $182 one-way.

  • Can I find deals for flights from Boston to Trinidad and Tobago that include hotel bookings?

    Yes. In addition to deals on Boston to Trinidad and Tobago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Trinidad and Tobago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Trinidad and Tobago.

  • Can I find deals for business class flights from Boston to Trinidad and Tobago?

    Yes. Cheapflights offers flight deals from Boston to Trinidad and Tobago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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 August is currently the most expensive (average of $510). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Boston to Trinidad and Tobago

See prices for flight routes from nearby airports that may be better suited for you.
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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 January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$164Average$477FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$195Average$432FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$260Average$664FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$427Average$599FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$474Average$590FlexibilityNo cancel feeOn-time71%

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