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Trinidad and Tobago

$197+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This Priceline deal was found by Cheapflights users on 12/17. 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.
Wed 12/315:05 pmBOS - POS
1 stop12h 13mJetBlue
Fri 1/98:20 amPOS - BOS
1 stop11h 28mJetBlue
Deal found 12/17$313
This JetBlue deal was found by Cheapflights users on 12/17. 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.
Tue 12/305:05 pmBOS - POS
1 stop12h 13mJetBlue
Fri 1/98:20 amPOS - BOS
1 stop11h 28mJetBlue
Deal found 12/17$338
This CheapOair deal was found by Cheapflights users on 12/17. 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 12/315:05 pmBOS - POS
1 stop12h 13mMultiple Airlines
Thu 1/82:20 amPOS - BOS
2 stops37h 32mMultiple Airlines
Deal found 12/17$414
This JetBlue deal was found by Cheapflights users on 12/17. 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.
Wed 12/315:05 pmBOS - POS
1 stop12h 13mJetBlue
Sat 1/108:45 amPOS - BOS
1 stop9h 28mJetBlue
Deal found 12/17$428
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/315:20 amBOS - POS
2 stops18h 03mUnited Airlines
Fri 1/91:30 amPOS - BOS
1 stop11h 49mUnited Airlines
Deal found 12/15$443
This JetBlue deal was found by Cheapflights users on 12/17. 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.
Tue 12/305:05 pmBOS - POS
1 stop12h 13mJetBlue
Thu 1/88:20 amPOS - BOS
1 stop11h 28mJetBlue
Deal found 12/17$453
This JetBlue deal was found by Cheapflights users on 12/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:05 pmBOS - POS
1 stop12h 13mJetBlue
Thu 1/88:20 amPOS - BOS
1 stop8h 14mJetBlue
Deal found 12/15$488
This CheapOair deal was found by Cheapflights users on 12/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/188:07 pmBOS - POS
1 stop9h 11mMultiple Airlines
Fri 12/192:15 amPOS - BOS
2 stops37h 37mMultiple Airlines
Deal found 12/16$503
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/306:23 pmBOS - POS
2 stops29h 00mUnited Airlines
Fri 1/91:30 amPOS - BOS
2 stops21h 08mUnited Airlines
Deal found 12/15$505

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 December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$262
(United Airlines)

One-way from

$197
(Copa Airlines)

Popular in

March

Cheapest in

September

Average price

$612
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. 16% potential increase in price ($122 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 18, 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 2/20

1:55 pm-1:05 am

1 stop10h 10m

Port of Spain Piarco Intl

Fri 2/27

1:30 am-2:30 pm

2 stops14h 00m

$262

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 1/20

7:08 am-6:41 pm

1 stop10h 33m

Port of Spain Piarco Intl

Fri 1/23

8:20 am-3:34 pm

1 stop8h 14m

$264

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 1/20

5:15 am-3:25 pm

1 stop9h 10m

Port of Spain Piarco Intl

Fri 1/23

4:30 pm-10:00 am

1 stop18h 30m

$269

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 1/14

7:00 am-10:48 pm

2 stops14h 48m

Port of Spain Piarco Intl

Wed 1/21

6:30 am-7:02 pm

2 stops13h 32m

$273

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/18

5:30 pm-2:18 pm

2 stops20h 48m

Port of Spain Piarco Intl

Wed 3/25

3:18 pm-10:29 am

2 stops19h 11m

$273

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 1/1

5:05 pm-6:18 am

1 stop12h 13m

Port of Spain Piarco Intl

Fri 1/9

8:20 am-3:34 pm

1 stop8h 14m

$313

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 4/6

5:00 pm-2:00 pm

2 stops21h 00m

Port of Spain Piarco Intl

Mon 4/27

3:10 pm-1:09 pm

2 stops21h 59m

$323

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 1/20

7:31 am-1:44 am

1 stop17h 13m

Port of Spain Piarco Intl

Sun 1/25

3:40 am-10:03 pm

1 stop19h 23m

$324

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Sat 2/28

6:55 pm-8:30 am

2 stops12h 35m

Scarborough ANR Robinson Intl

Sat 3/7

6:55 am-6:02 pm

2 stops12h 07m

$1,520

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Wed 5/20

5:25 am-6:30 pm

2 stops13h 05m

Scarborough ANR Robinson Intl

Sun 5/24

9:55 am-10:39 pm

2 stops12h 44m

$3,533

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

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 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 December 18, 2025.

It’s optimal to fly from Boston to Trinidad and Tobago in the morning. By choosing this option you can save up to 39% 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 December 18, 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
1,556 reviews

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

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
1,556 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

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
9,092 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

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
11,055 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

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
2,897 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

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
10,534 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

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 10m. Fly via United Airlines, JetBlue, or American 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.

  • 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 $144 on Air Canada. Other airlines that offer cheap prices include United Airlines from $146 and JetBlue from $202 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 $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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$164Average$492FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$242Average$433FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$444Average$653FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$454Average$610FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$474Average$591FlexibilityNo cancel feeOn-time71%

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