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Trinidad and Tobago

$177+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
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 agosto 14, 2025.

Round-trip from

$423
(Air Canada)

One-way from

$177
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$615
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. 7% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 agosto 14, 2025.

This Air Canada deal was found by Cheapflights users on 8/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/25:30 amBOS - POS
2 stops18h 40mAir Canada
dom. 1/112:15 amPOS - BOS
2 stops18h 27mAir Canada
Deal found 8/14$423
This CheapOair deal was found by Cheapflights users on 8/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/236:30 pmBOS - POS
2 stops30h 50mAir Canada
dom. 10/261:15 amPOS - BOS
1 stop16h 47mAir Canada
Deal found 8/13$433
This Mytrip deal was found by Cheapflights users on 8/14. 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.
vie. 9/196:10 amBOS - POS
1 stop13h 50mMultiple Airlines
lun. 9/2910:10 amPOS - BOS
1 stop13h 47mMultiple Airlines
Deal found 8/14$468
This Expedia deal was found by Cheapflights users on 8/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/295:50 amBOS - POS
2 stops19h 35mAir Canada
lun. 9/12:25 amPOS - BOS
1 stop31h 30mAir Canada
Deal found 8/14$483
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/238:24 pmBOS - POS
1 stop23h 36mMultiple Airlines
vie. 10/319:10 amPOS - BOS
1 stop28h 03mMultiple Airlines
Deal found 8/14$484
This Mytrip deal was found by Cheapflights users on 8/14. 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.
dom. 9/2810:20 amBOS - POS
2 stops15h 00mMultiple Airlines
dom. 10/510:10 amPOS - BOS
1 stop13h 49mMultiple Airlines
Deal found 8/14$495
This Mytrip deal was found by Cheapflights users on 8/14. 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.
mié. 9/103:00 pmBOS - POS
3 stops27h 55mMultiple Airlines
vie. 9/192:25 amPOS - BOS
2 stops15h 30mMultiple Airlines
Deal found 8/14$511
This United Airlines deal was found by Cheapflights users on 8/14. 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.
mié. 9/107:10 amBOS - POS
2 stops16h 13mUnited Airlines
vie. 9/1912:30 amPOS - BOS
1 stop12h 06mUnited Airlines
Deal found 8/14$516
This United Airlines deal was found by Cheapflights users on 8/13. 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.
vie. 10/176:00 amBOS - POS
2 stops17h 23mUnited Airlines
lun. 10/2712:30 amPOS - BOS
2 stops13h 38mUnited Airlines
Deal found 8/13$521
This Booking.com deal was found by Cheapflights users on 8/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/156:55 pmBOS - TAB
2 stops15h 05mMultiple Airlines
mar. 1/612:25 pmTAB - BOS
2 stops22h 27mMultiple Airlines
Deal found 8/14$2,406
This Expedia deal was found by Cheapflights users on 8/12. 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.
mié. 12/176:55 pmBOS - TAB
2 stops18h 20mMultiple Airlines
dom. 1/49:45 pmTAB - BOS
3 stops37h 07mMultiple Airlines
Deal found 8/12$4,736

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 agosto 14, 2025.
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

vie. 9/19

10:20 am-1:20 am

2 stops15h 00m

Port of Spain Piarco Intl

dom. 9/28

2:25 am-9:25 pm

2 stops19h 00m

$423

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

dom. 9/14

6:00 am-1:20 am

1 stop19h 20m

Port of Spain Piarco Intl

lun. 9/22

2:25 am-3:59 pm

1 stop13h 34m

$423

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 12/2

5:30 am-1:10 am

2 stops18h 40m

Port of Spain Piarco Intl

dom. 12/7

2:15 am-7:42 pm

2 stops18h 27m

$423

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 12/2

5:30 am-1:10 am

2 stops18h 40m

Port of Spain Piarco Intl

dom. 1/11

2:15 am-7:42 pm

2 stops18h 27m

$423

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

lun. 12/15

6:55 pm-11:00 am

2 stops15h 05m

Scarborough ANR Robinson Intl

mar. 1/6

12:25 pm-9:52 am

2 stops22h 27m

$2,406

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

mié. 12/17

6:55 pm-2:15 pm

2 stops18h 20m

Scarborough ANR Robinson Intl

dom. 1/4

9:45 pm-9:52 am

3 stops37h 07m

$4,736

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

jue. 9/11

2:18 pm-4:15 am

1 stop13h 57m

$177

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

jue. 9/18

2:18 pm-4:15 am

1 stop13h 57m

$182

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

jue. 2/5

10:15 am-1:10 am

2 stops13h 55m

$188

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mié. 9/17

3:00 pm-8:00 pm

1 stop29h 00m

$191

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 15 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, October is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $435). Flying from Boston to Trinidad and Tobago in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to TT?

Find hourly flight availability from Boston to Trinidad and Tobago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 14, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Boston to Trinidad and Tobago as you normally would.

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 agosto 14, 2025.
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
1,507 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Copa Airlines
7.5
Good
1,507 reviews
Copa Airlines
7.5
Good
1,507 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
United Airlines
7.4
Good
8,916 reviews
Copa Airlines
7.5
Good
1,507 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,507 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
JetBlue
7.2
Good
2,913 reviews
Copa Airlines
7.5
Good
1,507 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Frontier
5.8
Fair
3,217 reviews
Copa Airlines
7.5
Good
1,507 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

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.

  • 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, October is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $435). Flying from Boston to Trinidad and Tobago in December is currently the most expensive (average of $710). 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

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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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$152Average$181FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$400Average$452FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$433Average$649FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$619FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$478Average$636FlexibilityNo cancel feeOn-time62%

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