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$291+ Cheap flights from Trinidad to Massachusetts

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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Aug 9 — Aug 161
Sat 8/9
Sat 8/16
1 adult, Economy
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Cheap flight deals from Trinidad to Massachusetts

Keep the following information in mind while searching for Trinidad to Massachusetts flight deals. Data was last updated August 4, 2025.

Round-trip from

$482
(Air Canada)

One-way from

$291
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$653
From Trinidad to Massachusetts
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One-way flight from Trinidad to Massachusetts
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Highest demand for flights based on searches. 14% potential increase in price ($96 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 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 Massachusetts

Cheapest flights from Trinidad to Massachusetts
Explore the most affordable flight options available from Trinidad to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2025.

This Air Canada deal was found by Cheapflights users on 8/3. 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 12/212:15 amPOS - BOS
2 stops32h 17mAir Canada
Wed 12/313:40 pmBOS - POS
2 stops32h 30mAir Canada
Deal found 8/3$482
This United Airlines deal was found by Cheapflights users on 8/3. 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 12/231:30 amPOS - BOS
2 stops14h 09mUnited Airlines
Wed 12/311:30 pmBOS - POS
1 stop10h 35mUnited Airlines
Deal found 8/3$556
This American Airlines deal was found by Cheapflights users on 8/3. 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 8/3$574
This Expedia deal was found by Cheapflights users on 8/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/228:50 amPOS - BOS
1 stop9h 09mJetBlue
Tue 9/165:23 amBOS - POS
1 stop9h 11mJetBlue
Deal found 8/2$596
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 8/2210:10 amPOS - BOS
2 stops13h 02mMultiple Airlines
Tue 9/163:49 pmBOS - POS
1 stop9h 57mMultiple Airlines
Deal found 8/2$665
This Copa Airlines deal was found by Cheapflights users on 8/4. 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.
Sat 10/183:51 amPOS - BOS
1 stop19h 02mCopa Airlines
Mon 10/203:49 pmBOS - POS
1 stop9h 57mCopa Airlines
Deal found 8/4$1,873

Cheapflights Fare Finder

 
Customize your flight search to find flights from Trinidad to Massachusetts 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 4, 2025.
Use the filters below to find and compare flights from Trinidad to Massachusetts that are best for you.

Fly from

Trinidad

Fly to

Massachusetts

Route

Depart

Return

Price

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 12/21

2:15 am-9:32 am

2 stops32h 17m

Boston Logan Intl

Wed 12/31

3:40 pm-1:10 am

2 stops32h 30m

$482

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 12/23

1:30 am-2:39 pm

2 stops14h 09m

Boston Logan Intl

Wed 12/31

1:30 pm-1:05 am

1 stop10h 35m

$556

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

Fri 8/22

8:50 am-5:59 pm

1 stop9h 09m

Boston Logan Intl

Tue 9/16

5:23 am-2:34 pm

1 stop9h 11m

$596

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 8/22

10:10 am-11:12 pm

2 stops13h 02m

Boston Logan Intl

Tue 9/16

3:49 pm-1:46 am

1 stop9h 57m

$665

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 10/18

3:51 am-10:53 pm

1 stop19h 02m

Boston Logan Intl

Mon 10/20

3:49 pm-1:46 am

1 stop9h 57m

$1,873

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 9/6

3:51 am-12:04 pm

2 stops32h 13m

$291

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 9/6

12:30 am-5:47 pm

1 stop17h 17m

$314

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 1/10

4:45 pm-12:55 am

1 stop9h 10m

$370

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Sun 8/10

10:10 am-3:13 pm

1 stop29h 03m

$438

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/3

Showing 1-10 of 12 results
1
2

Best time to book a flight from Trinidad to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts 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 Massachusetts

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

Currently, January is the cheapest month in which you can book a flight from Trinidad to Massachusetts (average of $218). Flying from Trinidad to Massachusetts 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 MA?

Find hourly flight availability from Trinidad to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 4, 2025.

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

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated August 4, 2025.
Read reviews from past customers who have flown Copa Airlines, United Airlines, and American Airlines from Trinidad to Massachusetts. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,500 reviews

Boarding

7.8

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

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
1,500 reviews
Copa Airlines
7.5
Good
1,500 reviews

Boarding

7.8

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

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
8,912 reviews
Copa Airlines
7.5
Good
1,500 reviews

Boarding

7.8

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

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
1,500 reviews

Boarding

7.8

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

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
2,915 reviews
Copa Airlines
7.5
Good
1,500 reviews

Boarding

7.8

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

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
9,879 reviews
Copa Airlines
7.5
Good
1,500 reviews

Boarding

7.8

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

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 Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Trinidad to Massachusetts (average of $218). Flying from Trinidad to Massachusetts 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

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Alternative routes for Trinidad to Massachusetts

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 to Massachusetts

Discover the top 5 airlines that operate flights from Trinidad to Massachusetts. 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 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$270Average$418FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$408Average$599FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$451Average$556FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$492Average$665FlexibilityNo cancel feeOn-time62%

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