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Trinidad and Tobago

$205+ 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 3/27. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 27, 2026.

This United Airlines deal was found by Cheapflights users on 1/25. 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 3/119:32 am
BOS
-
POS
1 stop13h 51m
United Airlines
Tue 3/1712:30 am
POS
-
BOS
1 stop11h 37m
United Airlines
Deal found 1/25$256
This JetBlue deal was found by Cheapflights users on 1/26. 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 2/285:25 pm
BOS
-
POS
1 stop12h 52m
JetBlue
Wed 3/49:05 am
POS
-
BOS
1 stop11h 53m
JetBlue
Deal found 1/26$269
This United Airlines deal was found by Cheapflights users on 1/25. 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.
Sun 3/17:15 am
BOS
-
POS
1 stop16h 08m
United Airlines
Tue 3/1012:30 am
POS
-
BOS
1 stop11h 37m
United Airlines
Deal found 1/25$270
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/35:00 pm
BOS
-
POS
2 stops21h 06m
American Airlines
Tue 3/103:10 pm
POS
-
BOS
2 stops22h 12m
American Airlines
Deal found 1/25$274
This United Airlines deal was found by Cheapflights users on 1/26. 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 2/284:15 pm
BOS
-
POS
1 stop7h 50m
United Airlines
Tue 3/31:30 am
POS
-
BOS
2 stops14h 42m
United Airlines
Deal found 1/26$275
This United Airlines deal was found by Cheapflights users on 1/25. 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 3/319:41 am
BOS
-
POS
1 stop13h 42m
United Airlines
Tue 4/712:30 am
POS
-
BOS
1 stop16h 19m
United Airlines
Deal found 1/25$307
This United Airlines deal was found by Cheapflights users on 1/25. 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 10/2910:30 am
BOS
-
POS
2 stops12h 53m
United Airlines
Mon 11/21:30 am
POS
-
BOS
2 stops15h 41m
United Airlines
Deal found 1/25$312
This American Airlines deal was found by Cheapflights users on 1/26. 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 4/246:00 am
BOS
-
POS
1 stop8h 32m
American Airlines
Thu 5/73:47 pm
POS
-
BOS
1 stop9h 12m
American Airlines
Deal found 1/26$321
This Trip.com deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/197:43 pm
BOS
-
POS
1 stop10h 34m
JetBlue
Thu 2/269:05 am
POS
-
BOS
1 stop11h 53m
JetBlue
Deal found 1/24$322
This United Airlines deal was found by Cheapflights users on 1/24. 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 2/199:45 am
BOS
-
POS
2 stops13h 38m
United Airlines
Wed 2/252:20 am
POS
-
BOS
1 stop9h 35m
United Airlines
Deal found 1/24$324
This Mytrip deal was found by Cheapflights users on 1/27. 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 3/136:15 am
BOS
-
TAB
2 stops24h 35m
Multiple Airlines
Fri 3/2010:20 pm
TAB
-
BOS
2 stops13h 52m
Multiple Airlines
Deal found 1/27$696
This Mytrip deal was found by Cheapflights users on 1/25. 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.
Sun 1/253:30 pm
BOS
-
TAB
3 stops16h 00m
Multiple Airlines
Sat 1/3112:30 am
TAB
-
BOS
3 stops36h 42m
Multiple Airlines
Deal found 1/25$1,306

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$256
(United Airlines)

One-way from

$205
(Air Canada)

Popular in

February

Cheapest in

January

Average price

$475
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
Search Deals
From Boston Logan Intl to Trinidad and Tobago
Search Deals
One-way flight from Boston Logan Intl to Trinidad and Tobago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 27, 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

Wed 3/11

9:32 am-11:23 pm

1 stop13h 51m

Port of Spain Piarco Intl

Tue 3/17

12:30 am-12:07 pm

1 stop11h 37m

$256

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 2/28

5:25 pm-7:17 am

1 stop12h 52m

Port of Spain Piarco Intl

Wed 3/4

9:05 am-7:58 pm

1 stop11h 53m

$269

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 3/1

7:15 am-12:23 am

1 stop16h 08m

Port of Spain Piarco Intl

Tue 3/10

12:30 am-12:07 pm

1 stop11h 37m

$270

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

Wed 3/25

3:10 pm-1:22 pm

2 stops22h 12m

$274

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 3/31

5:45 am-11:23 pm

2 stops17h 38m

Port of Spain Piarco Intl

Tue 4/7

12:30 am-12:16 pm

1 stop11h 46m

$311

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 2/19

9:45 am-12:23 am

2 stops13h 38m

Port of Spain Piarco Intl

Wed 2/25

2:20 am-10:55 am

1 stop9h 35m

$324

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 2/15

1:55 pm-1:05 am

1 stop10h 10m

Port of Spain Piarco Intl

Sat 2/28

2:20 am-10:55 am

1 stop9h 35m

$345

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 2/27

7:47 pm-7:17 am

2 stops34h 30m

Port of Spain Piarco Intl

Fri 3/6

9:05 am-5:15 pm

1 stop9h 10m

$350

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Fri 3/13

6:15 am-6:50 am

2 stops24h 35m

Scarborough ANR Robinson Intl

Fri 3/20

10:20 pm-12:12 pm

2 stops13h 52m

$696

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 3/27

6:15 am-12:20 am

1 stop18h 05m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 16 results
1
2

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 June is currently the most expensive (average of $496). 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 27, 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
7.5
Good
1,560 reviews

Food

6.8

Boarding

7.8

Overall

7.5

Comfort

7.4

Crew

8.1

Entertainment

6.8

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
7.5
Good
1,560 reviews
Copa Airlines
7.5
Good
1,560 reviews

Food

6.8

Boarding

7.8

Overall

7.5

Comfort

7.4

Crew

8.1

Entertainment

6.8

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
9,209 reviews
Copa Airlines
7.5
Good
1,560 reviews

Food

6.8

Boarding

7.8

Overall

7.5

Comfort

7.4

Crew

8.1

Entertainment

6.8

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
11,201 reviews
Copa Airlines
7.5
Good
1,560 reviews

Food

6.8

Boarding

7.8

Overall

7.5

Comfort

7.4

Crew

8.1

Entertainment

6.8

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
2,891 reviews
Copa Airlines
7.5
Good
1,560 reviews

Food

6.8

Boarding

7.8

Overall

7.5

Comfort

7.4

Crew

8.1

Entertainment

6.8

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
10,666 reviews
Copa Airlines
7.5
Good
1,560 reviews

Food

6.8

Boarding

7.8

Overall

7.5

Comfort

7.4

Crew

8.1

Entertainment

6.8

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 12h 52m. Fly via United 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 June is currently the most expensive (average of $496). 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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Hartford to Oranjestad flights
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Boston to Puerto Plata flights
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Boston to Basseterre flights
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Albany to Punta Cana flights
Hartford to Simpson Bay flights
Boston to Kingston flights
Boston to Road Town flights
Hartford to Providenciales flights
Hartford to Santo Domingo flights
Boston to Kralendijk flights
Boston to Gregory Town flights
Boston to Marsh Harbour flights
Boston to Castries flights
Boston to The Valley flights
Albany to Nassau flights
Hartford to George Town flights
Hartford to Bridgetown flights
Hartford to Kingston flights
Albany to Saint Thomas Island flights
Albany to Simpson Bay flights
Hartford to Aguadilla flights
Hartford to Willemstad flights
Boston to Freeport flights

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 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$164Average$492FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$195Average$432FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$260Average$617FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$276Average$575FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$474Average$591FlexibilityNo cancel feeOn-time71%

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