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Trinidad and Tobago

$185+ Cheap flights from Massachusetts 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheap flight deals from Massachusetts to Trinidad and Tobago

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

Round-trip from

$417
(Air Canada)

One-way from

$185
(Air Canada)

Popular in

December

Cheapest in

September

Average price

$544
From Massachusetts to Trinidad and Tobago
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One-way flight from Massachusetts to Trinidad and Tobago
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Highest demand for flights based on searches. 7% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($24 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 Massachusetts to Trinidad and Tobago

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

This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/3010:20 amBOS - POS
2 stops15h 05mAir Canada
vie. 7/182:20 amPOS - BOS
2 stops15h 40mAir Canada
Deal found 6/10$417
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.
mar. 9/163:49 pmBOS - POS
1 stop9h 59mCopa Airlines
jue. 9/253:50 amPOS - BOS
1 stop15h 32mCopa Airlines
Deal found 6/10$497
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/167:00 pmBOS - POS
1 stop30h 20mMultiple Airlines
sáb. 8/239:10 amPOS - BOS
1 stop25h 20mMultiple Airlines
Deal found 6/10$505
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.
mar. 7/85:05 pmBOS - POS
1 stop13h 18mJetBlue
mar. 7/158:50 amPOS - BOS
1 stop12h 14mJetBlue
Deal found 6/10$507
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.
mié. 7/97:12 amBDL - POS
1 stop10h 52mJetBlue
mié. 7/168:50 amPOS - BDL
1 stop14h 56mJetBlue
Deal found 6/10$523
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/165:47 amBOS - POS
1 stop8h 29mAmerican Airlines
vie. 9/263:23 pmPOS - BOS
1 stop9h 21mAmerican Airlines
Deal found 6/11$524
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/97:45 pmBDL - POS
2 stops18h 15mAmerican Airlines
sáb. 10/188:00 amPOS - BDL
1 stop14h 35mAmerican Airlines
Deal found 6/11$583
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 7/136:07 amBOS - POS
2 stops17h 16mUnited Airlines
mar. 8/512:30 amPOS - BOS
1 stop11h 57mUnited Airlines
Deal found 6/11$589
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.
jue. 8/146:00 amBDL - POS
2 stops17h 23mUnited Airlines
dom. 8/2412:30 amPOS - BDL
2 stops23h 23mUnited Airlines
Deal found 6/10$613
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/106:20 amBDL - POS
3 stops43h 00mMultiple Airlines
jue. 7/1710:10 amPOS - BDL
1 stop29h 03mMultiple Airlines
Deal found 6/10$730

Cheapflights Fare Finder

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

Fly from

Massachusetts

Fly to

Trinidad and Tobago

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

lun. 6/30

10:20 am-1:25 am

2 stops15h 05m

Port of Spain Piarco Intl

vie. 7/18

2:20 am-6:00 pm

2 stops15h 40m

$417

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 9/16

3:49 pm-1:48 am

1 stop9h 59m

Port of Spain Piarco Intl

jue. 9/25

3:50 am-7:22 pm

1 stop15h 32m

$497

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

sáb. 8/16

7:00 pm-1:20 am

1 stop30h 20m

Port of Spain Piarco Intl

sáb. 8/23

9:10 am-10:30 am

1 stop25h 20m

$505

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 7/8

5:05 pm-6:23 am

1 stop13h 18m

Port of Spain Piarco Intl

mar. 7/15

8:50 am-9:04 pm

1 stop12h 14m

$507

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

mié. 7/9

7:12 am-6:04 pm

1 stop10h 52m

Port of Spain Piarco Intl

mié. 7/16

8:50 am-11:46 pm

1 stop14h 56m

$523

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 9/16

5:47 am-2:16 pm

1 stop8h 29m

Port of Spain Piarco Intl

vie. 9/26

3:23 pm-12:44 am

1 stop9h 21m

$524

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

jue. 10/9

7:45 pm-2:00 pm

2 stops18h 15m

Port of Spain Piarco Intl

sáb. 10/18

8:00 am-10:35 pm

1 stop14h 35m

$583

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

dom. 7/13

6:07 am-11:23 pm

2 stops17h 16m

Port of Spain Piarco Intl

mar. 8/5

12:30 am-12:27 pm

1 stop11h 57m

$589

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

jue. 8/14

6:00 am-11:23 pm

2 stops17h 23m

Port of Spain Piarco Intl

dom. 8/24

12:30 am-11:53 pm

2 stops23h 23m

$613

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

jue. 7/10

6:20 am-1:20 am

3 stops43h 00m

Port of Spain Piarco Intl

jue. 7/17

10:10 am-3:13 pm

1 stop29h 03m

$730

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 15 results
1
2

Best time to book a flight from Massachusetts to Trinidad and Tobago

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

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

Currently, October is the cheapest month in which you can book a flight from Massachusetts to Trinidad and Tobago (average of $435). Flying from Massachusetts to Trinidad and Tobago in December is currently the most expensive (average of $710). 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 MA to TT?

Find hourly flight availability from Massachusetts 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 junio 12, 2025.

When flying from Massachusetts to Trinidad and Tobago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Trinidad and Tobago ranges from 1.2 - 9.8 inches per month. June is typically the wettest month, when rainfall can reach 9.8 in. March is typically the driest time to visit Trinidad and Tobago when rainfall is around 1.2 in.

Temperature in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Trinidad and Tobago, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 junio 12, 2025.
To help decide which airline to fly from Massachusetts to Trinidad and Tobago, see what other customers have to say about Copa Airlines, United Airlines and JetBlue. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,451 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

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

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

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

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

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

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

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

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

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
9,531 reviews
Copa Airlines
7.5
Good
1,451 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

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 Massachusetts 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 are the cheapest airlines to fly from Massachusetts to Trinidad and Tobago one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $185. JetBlue flights start at $227 while deals on United Airlines start at $278 one-way.

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

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

  • How can I find direct flights from Massachusetts 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 Massachusetts to Trinidad and Tobago.

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

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

    Currently, October is the cheapest month in which you can book a flight from Massachusetts to Trinidad and Tobago (average of $435). Flying from Massachusetts to Trinidad and Tobago in December is currently the most expensive (average of $710). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts 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 Massachusetts to Trinidad and Tobago

Discover the top 5 airlines that operate flights from Massachusetts 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$152Average$184FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$400Average$452FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$435Average$634FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$444Average$642FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$465Average$605FlexibilityNo cancel feeOn-time62%

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