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$254+ Cheap flights from Trinidad to Boston (BOS)

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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheap flight deals from Trinidad to Boston

Keep the following information in mind while searching for Trinidad to Boston flight deals. Data was last updated August 20, 2025.

Round-trip from

$452
(Priceline)

One-way from

$254
(Air Canada)

Popular in

March

Cheapest in

May

Average price

$659
From Trinidad to Boston Logan Intl
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One-way flight from Trinidad to Boston Logan Intl
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Highest demand for flights based on searches. 12% potential increase in price ($87 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 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 Trinidad to Boston

Cheapest flights from Trinidad to Boston
Explore the most affordable flight options available from Trinidad to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/18. 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 10/310:10 amPOS - BOS
1 stop25h 03mMultiple Airlines
Sat 11/12:18 pmBOS - POS
1 stop28h 37mMultiple Airlines
Deal found 8/18$467
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 9/2510:10 amPOS - BOS
1 stop13h 47mMultiple Airlines
Wed 10/13:00 pmBOS - POS
2 stops46h 17mMultiple Airlines
Deal found 8/18$496
This Copa Airlines deal was found by Cheapflights users on 8/18. 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.
Wed 9/243:51 amPOS - BOS
1 stop10h 20mCopa Airlines
Wed 10/18:41 amBOS - POS
1 stop17h 05mCopa Airlines
Deal found 8/18$553
This United Airlines deal was found by Cheapflights users on 8/18. 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 9/2412:30 amPOS - BOS
2 stops16h 32mUnited Airlines
Wed 10/16:00 amBOS - POS
2 stops17h 23mUnited Airlines
Deal found 8/18$557
This United Airlines deal was found by Cheapflights users on 8/19. 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 10/212:30 amPOS - BOS
1 stop23h 14mUnited Airlines
Sat 11/11:32 pmBOS - POS
1 stop10h 53mUnited Airlines
Deal found 8/19$565

Cheapflights Fare Finder

 
Customize your flight search to find flights from Trinidad to Boston 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 August 20, 2025.
Use the filters below to find and compare flights from Trinidad to Boston that are best for you.

Fly from

Trinidad

Fly to

Boston

Route

Depart

Return

Price

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 10/3

10:10 am-11:13 am

1 stop25h 03m

Boston Logan Intl

Sat 11/1

2:18 pm-6:55 pm

1 stop28h 37m

$467

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 9/25

10:10 am-11:57 pm

1 stop13h 47m

Boston Logan Intl

Wed 10/1

3:00 pm-1:17 pm

2 stops46h 17m

$496

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 9/24

3:51 am-2:11 pm

1 stop10h 20m

Boston Logan Intl

Wed 10/1

8:41 am-1:46 am

1 stop17h 05m

$553

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 9/24

12:30 am-5:02 pm

2 stops16h 32m

Boston Logan Intl

Wed 10/1

6:00 am-11:23 pm

2 stops17h 23m

$557

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 10/2

12:30 am-11:44 pm

1 stop23h 14m

Boston Logan Intl

Sat 11/1

1:32 pm-12:25 am

1 stop10h 53m

$565

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 9/15

2:25 am-5:55 pm

2 stops15h 30m

$254

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 10/24

2:25 am-6:10 pm

1 stop15h 45m

$254

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 9/14

2:25 am-9:25 pm

2 stops19h 00m

$254

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 9/4

10:10 am-11:13 am

1 stop25h 03m

$258

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 9/15

10:10 am-11:13 am

1 stop25h 03m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 12 results
1
2

Best time to book a flight from Trinidad to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Trinidad 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 Trinidad to Boston

What is the cheapest month to book a flight from Trinidad to Boston?

Currently, January is the cheapest month in which you can book a flight from Trinidad to Boston (average of $218). Flying from Trinidad to Boston in July is currently the most expensive (average of $311). 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 LAZ to BOS?

Find hourly flight availability from Trinidad to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 20, 2025.

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

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated August 20, 2025.
Read reviews from past customers who have flown Copa Airlines, United Airlines, and American Airlines from Trinidad to Boston. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,511 reviews

Overall

7.5

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

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
1,511 reviews
Copa Airlines
7.5
Good
1,511 reviews

Overall

7.5

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

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
8,928 reviews
Copa Airlines
7.5
Good
1,511 reviews

Overall

7.5

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

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
1,511 reviews

Overall

7.5

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

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
2,916 reviews
Copa Airlines
7.5
Good
1,511 reviews

Overall

7.5

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

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.
Air Canada
7.1
Good
10,000 reviews
Copa Airlines
7.5
Good
1,511 reviews

Overall

7.5

Food

6.8

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

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 Trinidad to Boston. 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 into for flights to Boston from Trinidad?

    Boston Logan Intl (BOS) is the airport you will fly into if you book a flight from Trinidad to Boston. It is only a 2.6 mi journey from Logan Intl (BOS) to Boston’s city center.

  • Can I find deals for flights from Trinidad to Boston that include hotel bookings?

    Yes. In addition to deals on Trinidad to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Trinidad to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Trinidad to Boston.

  • Can I find deals for business class flights from Trinidad to Boston?

    Yes. Cheapflights offers flight deals from Trinidad to Boston 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 Trinidad to Boston?

    Currently, January is the cheapest month in which you can book a flight from Trinidad to Boston (average of $218). Flying from Trinidad to Boston in July is currently the most expensive (average of $311). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Watertown
Hampton Beach
Waltham
Seabrook
Lowell
Lincoln
Smithfield
Cranston
Chestnut Hill
Warwick
Peabody
Quincy
York Beach
Chelsea
Swansea
Saugus
Burlington
Braintree

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Trinidad to Boston

See prices for flight routes from nearby airports that may be better suited for you.
Port of Spain to Boston flights
Port of Spain to Hartford flights

Top 5 airlines flying from Trinidad to Boston

Discover the top 5 airlines that operate flights from Trinidad to Boston. 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$270Average$418FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$368Average$664FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$408Average$584FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$451Average$556FlexibilityNo cancel feeOn-time69%

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