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Trinidad and Tobago

$184+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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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 October 16, 2025.

This Air Canada deal was found by Cheapflights users on 10/16. 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 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 12/72:15 amPOS - BOS
2 stops13h 37mAir Canada
Deal found 10/16$433
This Priceline deal was found by Cheapflights users on 10/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:55 pmBOS - POS
1 stop30h 25mAir Canada
Mon 10/202:25 amPOS - BOS
2 stops31h 05mAir Canada
Deal found 10/16$443
This Copa Airlines deal was found by Cheapflights users on 10/15. 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.
Thu 11/62:44 pmBOS - POS
1 stop10h 04mCopa Airlines
Sat 11/83:48 amPOS - BOS
1 stop10h 36mCopa Airlines
Deal found 10/15$463
This Air Canada deal was found by Cheapflights users on 10/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:15 amBOS - POS
1 stop17h 55mAir Canada
Tue 3/241:15 amPOS - BOS
1 stop21h 22mAir Canada
Deal found 10/16$483
This American Airlines deal was found by Cheapflights users on 10/16. 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 12/28:00 amBOS - POS
1 stop14h 38mAmerican Airlines
Mon 12/84:33 pmPOS - BOS
1 stop9h 26mAmerican Airlines
Deal found 10/16$491
This Air Canada deal was found by Cheapflights users on 10/15. 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.
Mon 12/85:30 amBOS - POS
2 stops42h 40mAir Canada
Sun 12/282:15 amPOS - BOS
1 stop10h 57mAir Canada
Deal found 10/15$493
This Priceline deal was found by Cheapflights users on 10/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/87:36 pmBOS - POS
1 stop18h 30mJetBlue
Tue 11/115:12 pmPOS - BOS
1 stop15h 29mJetBlue
Deal found 10/16$500
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/111:43 amBOS - POS
2 stops31h 12mMultiple Airlines
Wed 11/53:48 amPOS - BOS
1 stop10h 36mMultiple Airlines
Deal found 10/16$501
This United Airlines deal was found by Cheapflights users on 10/16. 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 11/88:15 amBOS - POS
2 stops15h 08mUnited Airlines
Mon 11/101:30 amPOS - BOS
2 stops13h 59mUnited Airlines
Deal found 10/16$511
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Thu 11/279:26 amBOS - POS
2 stops29h 04mAmerican Airlines
Sat 12/206:02 amPOS - BOS
2 stops17h 28mAmerican Airlines
Deal found 10/16$512
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/3010:45 amBOS - TAB
2 stops23h 55mMultiple Airlines
Sun 12/77:35 amTAB - BOS
2 stops17h 22mMultiple Airlines
Deal found 10/16$632
This Gotogate deal was found by Cheapflights users on 10/14. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:00 pmBOS - TAB
2 stops19h 10mMultiple Airlines
Fri 12/129:55 amTAB - BOS
2 stops25h 02mMultiple Airlines
Deal found 10/14$1,493

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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$428
(Expedia)

One-way from

$184
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$587
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. 7% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 16, 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

Fri 10/31

5:30 am-12:10 am

2 stops18h 40m

Port of Spain Piarco Intl

Sun 11/2

2:15 am-10:37 pm

1 stop21h 22m

$433

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 3/30

6:40 pm-12:15 am

2 stops29h 35m

Port of Spain Piarco Intl

Thu 4/2

1:15 am-7:12 pm

2 stops17h 57m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 12/4

6:15 am-1:10 am

1 stop17h 55m

Port of Spain Piarco Intl

Tue 3/24

1:15 am-10:37 pm

1 stop21h 22m

$483

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 3/30

5:30 am-2:51 pm

1 stop9h 21m

Port of Spain Piarco Intl

Fri 4/3

4:16 pm-7:45 am

1 stop15h 29m

$485

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 12/8

5:30 am-1:10 am

2 stops42h 40m

Port of Spain Piarco Intl

Sun 12/28

2:15 am-12:12 pm

1 stop10h 57m

$493

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 11/8

7:00 am-12:23 am

1 stop16h 23m

Port of Spain Piarco Intl

Mon 11/10

1:30 am-3:27 pm

2 stops14h 57m

$495

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 11/8

7:36 pm-3:06 pm

1 stop18h 30m

Port of Spain Piarco Intl

Tue 11/11

5:12 pm-7:41 am

1 stop15h 29m

$500

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 3/10

5:30 am-2:51 pm

1 stop9h 21m

Port of Spain Piarco Intl

Sat 3/14

4:16 pm-7:30 am

1 stop15h 14m

$515

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Sun 11/30

10:15 am-6:10 am

3 stops18h 55m

Scarborough ANR Robinson Intl

Sun 12/7

6:55 am-11:57 pm

2 stops18h 02m

$632

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Fri 12/5

1:00 pm-9:10 am

2 stops19h 10m

Scarborough ANR Robinson Intl

Fri 12/12

9:55 am-9:57 am

2 stops25h 02m

$1,493

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

Showing 1-10 of 20 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, January is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $188). Flying from Boston to Trinidad and Tobago in August is currently the most expensive (average of $524). 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 October 16, 2025.

It’s optimal to fly from Boston to Trinidad and Tobago in the evening. By choosing this option you can save up to 35% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Boston to Trinidad and Tobago?

Use this chart to determine the cheapest time to fly round-trip from Boston to Trinidad and Tobago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Trinidad and Tobago flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 16, 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
1,549 reviews

Overall

7.6

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,549 reviews
Copa Airlines
7.6
Good
1,549 reviews

Overall

7.6

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
8,979 reviews
Copa Airlines
7.6
Good
1,549 reviews

Overall

7.6

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
11,041 reviews
Copa Airlines
7.6
Good
1,549 reviews

Overall

7.6

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
JetBlue
7.2
Good
2,908 reviews
Copa Airlines
7.6
Good
1,549 reviews

Overall

7.6

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Air Canada
7.1
Good
10,304 reviews
Copa Airlines
7.6
Good
1,549 reviews

Overall

7.6

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

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 21m. Fly via Air Canada 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.

  • 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, January is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $188). Flying from Boston to Trinidad and Tobago in August is currently the most expensive (average of $524). 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$242Average$426FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$420Average$530FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$433Average$649FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$612FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$523Average$665FlexibilityNo cancel feeOn-time62%

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