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Trinidad and Tobago

$188+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$410
(American Airlines)

One-way from

$188
(Air Canada)

Popular in

December

Cheapest in

September

Average price

$498
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 ($51 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 September 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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/11. 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.
Wed 10/15:47 amBOS - POS
1 stop8h 29mAmerican Airlines
Mon 10/63:25 pmPOS - BOS
1 stop9h 09mAmerican Airlines
Deal found 9/11$410
This Air Canada deal was found by Cheapflights users on 9/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/25:30 amBOS - POS
2 stops18h 40mAir Canada
Sun 1/112:15 amPOS - BOS
2 stops18h 27mAir Canada
Deal found 9/10$423
This Air Canada deal was found by Cheapflights users on 9/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/227:55 pmBOS - POS
1 stop28h 15mAir Canada
Tue 12/22:15 amPOS - BOS
2 stops32h 17mAir Canada
Deal found 9/10$433
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/19:53 amBOS - POS
2 stops13h 30mUnited Airlines
Sun 10/512:30 amPOS - BOS
2 stops15h 52mUnited Airlines
Deal found 9/11$456
This CheapOair deal was found by Cheapflights users on 9/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/28:59 pmBOS - POS
1 stop17h 07mJetBlue
Sat 11/85:12 pmPOS - BOS
1 stop15h 29mJetBlue
Deal found 9/11$463
This Air Canada deal was found by Cheapflights users on 9/11. 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.
Fri 12/126:15 amBOS - POS
1 stop17h 55mAir Canada
Fri 12/192:15 amPOS - BOS
2 stops18h 27mAir Canada
Deal found 9/11$473
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/266:16 amBOS - POS
1 stop13h 44mMultiple Airlines
Sat 11/13:48 amPOS - BOS
2 stops37h 08mMultiple Airlines
Deal found 9/11$480
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 10/174:54 pmBOS - POS
1 stop26h 01mMultiple Airlines
Sun 10/266:25 pmPOS - BOS
1 stop21h 31mMultiple Airlines
Deal found 9/11$484
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:11 amBOS - POS
1 stop8h 56mJetBlue
Tue 11/185:12 pmPOS - BOS
1 stop15h 29mJetBlue
Deal found 9/10$486
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/25:36 amBOS - POS
1 stop17h 03mAmerican Airlines
Sat 11/87:19 amPOS - BOS
1 stop11h 01mAmerican Airlines
Deal found 9/10$490
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/129:40 amBOS - POS
2 stops13h 43mUnited Airlines
Mon 11/171:30 amPOS - BOS
2 stops16h 45mUnited Airlines
Deal found 9/10$495
This FlightHub deal was found by Cheapflights users on 9/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/227:55 pmBOS - TAB
2 stops21h 35mMultiple Airlines
Sat 11/296:55 amTAB - BOS
2 stops12h 07mMultiple Airlines
Deal found 9/11$3,679

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 September 11, 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

Thu 1/8

6:15 am-1:10 am

1 stop17h 55m

Port of Spain Piarco Intl

Sun 1/18

2:15 am-7:42 pm

2 stops18h 27m

$423

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 12/2

5:30 am-1:10 am

2 stops18h 40m

Port of Spain Piarco Intl

Sun 1/11

2:15 am-7:42 pm

2 stops18h 27m

$423

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 11/12

5:11 am-3:07 pm

1 stop8h 56m

Port of Spain Piarco Intl

Tue 11/18

5:12 pm-7:41 am

1 stop15h 29m

$486

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 11/12

9:40 am-12:23 am

2 stops13h 43m

Port of Spain Piarco Intl

Mon 11/17

1:30 am-5:15 pm

2 stops16h 45m

$495

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 12/9

5:30 am-1:10 am

2 stops18h 40m

Port of Spain Piarco Intl

Fri 12/26

2:15 am-10:37 pm

1 stop21h 22m

$523

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 1/8

10:15 am-1:10 am

2 stops13h 55m

Port of Spain Piarco Intl

Mon 1/19

7:40 am-9:32 am

2 stops26h 52m

$563

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 12/2

6:30 am-11:38 pm

2 stops16h 08m

Port of Spain Piarco Intl

Mon 1/12

7:10 am-8:49 pm

1 stop14h 39m

$579

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 12/13

4:35 pm-1:10 am

1 stop31h 35m

Port of Spain Piarco Intl

Fri 12/19

2:15 am-9:32 am

2 stops32h 17m

$583

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 10/17

8:47 pm-11:23 pm

2 stops26h 36m

Port of Spain Piarco Intl

Sat 10/25

12:30 am-12:45 am

2 stops24h 15m

$594

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Sat 11/22

7:55 pm-6:30 pm

2 stops21h 35m

Scarborough ANR Robinson Intl

Sat 11/29

6:55 am-6:02 pm

2 stops12h 07m

$3,679

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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 September 11, 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 September 11, 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
7.6
Good
1,531 reviews

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Copa Airlines
7.6
Good
1,531 reviews
Copa Airlines
7.6
Good
1,531 reviews

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
United Airlines
7.4
Good
8,937 reviews
Copa Airlines
7.6
Good
1,531 reviews

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.6
Good
1,531 reviews

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
JetBlue
7.2
Good
2,913 reviews
Copa Airlines
7.6
Good
1,531 reviews

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Frontier
5.8
Fair
3,177 reviews
Copa Airlines
7.6
Good
1,531 reviews

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

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 8h 56m. Fly via Air Canada, JetBlue, or United Airlines 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.

  • 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$164Average$184FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$420Average$496FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$433Average$639FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$614FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$492Average$639FlexibilityNo cancel feeOn-time62%

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