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$243+ Cheap flights from Trinidad and Tobago 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 6/22. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Trinidad and Tobago to Boston

Keep the following information in mind while searching for Trinidad and Tobago to Boston flight deals. Data was last updated June 12, 2025.

Round-trip from

$447
(Air Canada)

One-way from

$243
(Air Canada)

Popular in

March

Cheapest in

May

Average price

$502
From Trinidad and Tobago to Boston Logan Intl
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One-way flight from Trinidad and Tobago to Boston Logan Intl
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Highest demand for flights based on searches. 13% potential increase in price ($94 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Trinidad and Tobago to Boston

Cheapest flights from Trinidad and Tobago to Boston
Explore the most affordable flight options available from Trinidad and Tobago to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Air Canada deal was found by Cheapflights users on 6/12. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/152:25 amPOS - BOS
1 stop20h 11mAir Canada
Mon 6/306:00 amBOS - POS
1 stop19h 25mAir Canada
Deal found 6/12$437
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/310:10 amPOS - BOS
1 stop25h 02mMultiple Airlines
Sat 7/127:00 pmBOS - POS
1 stop30h 20mMultiple Airlines
Deal found 6/11$541
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 8/2612:30 amPOS - BOS
1 stop17h 17mUnited Airlines
Sun 9/77:30 amBOS - POS
1 stop15h 53mUnited Airlines
Deal found 6/10$556
This JetBlue deal was found by Cheapflights users on 6/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/287:29 pmPOS - BOS
1 stop12h 15mJetBlue
Tue 9/95:15 amBOS - POS
1 stop9h 19mJetBlue
Deal found 6/10$564
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/283:35 pmPOS - BOS
1 stop9h 13mAmerican Airlines
Tue 9/95:47 amBOS - POS
1 stop8h 29mAmerican Airlines
Deal found 6/12$574
This Copa Airlines deal was found by Cheapflights users on 6/10. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/283:48 amPOS - BOS
1 stop18h 43mCopa Airlines
Wed 9/108:41 amBOS - POS
1 stop17h 07mCopa Airlines
Deal found 6/10$739

Cheapflights Fare Finder

Customize your flight search to find flights from Trinidad and Tobago 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 June 12, 2025.
Use the filters below to find and compare flights from Trinidad and Tobago to Boston that are best for you.

Fly from

Trinidad and Tobago

Fly to

Boston

Route

Depart

Return

Price

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 7/11

2:20 am-9:56 pm

2 stops19h 36m

Boston Logan Intl

Sun 7/13

12:15 pm-1:20 am

1 stop13h 05m

$447

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 7/3

10:10 am-11:12 am

1 stop25h 02m

Boston Logan Intl

Sat 7/12

6:40 pm-1:20 am

2 stops30h 40m

$541

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 8/26

12:30 am-2:42 pm

1 stop14h 12m

Boston Logan Intl

Tue 9/9

7:30 am-11:23 pm

1 stop15h 53m

$556

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 8/28

7:29 pm-7:44 am

1 stop12h 15m

Boston Logan Intl

Tue 9/9

5:15 am-2:34 pm

1 stop9h 19m

$564

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 8/28

3:35 pm-12:48 am

1 stop9h 13m

Boston Logan Intl

Tue 9/9

5:47 am-2:16 pm

1 stop8h 29m

$574

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 8/28

3:48 am-10:31 pm

1 stop18h 43m

Boston Logan Intl

Wed 9/10

8:41 am-1:48 am

1 stop17h 07m

$739

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 6/22

2:25 am-3:58 pm

1 stop13h 33m

$243

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 7/2

12:30 am-11:10 pm

2 stops22h 40m

$305

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 7/3

3:15 pm-12:37 am

1 stop9h 22m

$314

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 7/17

8:50 am-5:59 pm

1 stop9h 09m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 12 results
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Best time to book a flight from Trinidad and Tobago to Boston

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

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

Currently, January is the cheapest month in which you can book a flight from Trinidad and Tobago to Boston (average of $218). Flying from Trinidad and Tobago to Boston in June is currently the most expensive (average of $306). 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 TT to BOS?

Find hourly flight availability from Trinidad and Tobago 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 June 12, 2025.

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

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 June 12, 2025.
Copa Airlines
7.5
Good
1,451 reviews

Overall

7.5

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

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
1,451 reviews
Copa Airlines
7.5
Good
1,451 reviews

Overall

7.5

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

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
8,790 reviews
Copa Airlines
7.5
Good
1,451 reviews

Overall

7.5

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

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
7.3
Good
2,925 reviews
Copa Airlines
7.5
Good
1,451 reviews

Overall

7.5

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

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
1,451 reviews

Overall

7.5

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

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
9,537 reviews
Copa Airlines
7.5
Good
1,451 reviews

Overall

7.5

Entertainment

6.8

Comfort

7.4

Food

6.8

Boarding

7.8

Crew

8.1

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 and Tobago 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 and Tobago?

    Boston Logan Intl (BOS), located 2.6 mi from the city center, is the airport you fly into when you book flights from Trinidad and Tobago to Boston.

  • What are the cheapest airlines to fly from Trinidad and Tobago to Boston one-way?

    For one-way options, check prices for Air Canada. According to our data, you can fly for as low as $243. Users have also found prices from $305 and $314 on United Airlines and American Airlines, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Trinidad and Tobago to Boston (average of $218). Flying from Trinidad and Tobago to Boston in June is currently the most expensive (average of $306). 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 Trinidad and Tobago?

Book flights to Trinidad and Tobago if you plan to visit one of these locations
Cambridge
Medford
Watertown
Warwick
Waltham
Framingham
Seabrook
Cranston
Randolph
Chestnut Hill
Lowell
Chelsea
Marlborough
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Trinidad and Tobago to Boston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Trinidad and Tobago to Boston

Discover the top 5 airlines that operate flights from Trinidad and Tobago 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$329Average$418FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$408Average$592FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$431Average$549FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$492Average$655FlexibilityNo cancel feeOn-time62%

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