HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$240+ Cheap flights from Trinidad and Tobago 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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Trinidad and Tobago to Massachusetts with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Trinidad and Tobago to Massachusetts

Keep the following information in mind while searching for Trinidad and Tobago to Massachusetts flight deals. Data was last updated April 22, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$512
(Copa Airlines)

One-way from

$240
(Copa Airlines)

Popular in

March

Cheapest in

October

Average price

$697
Provider with most accurate pricing for Port of Spain Piarco Intl-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Boston Logan Intl flights.
Search Deals
From Trinidad and Tobago to Massachusetts
Search Deals
One-way flight from Trinidad and Tobago to Massachusetts
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Trinidad and Tobago to Massachusetts

Cheapest flights from Trinidad and Tobago to Massachusetts
Explore the most affordable flight options available from Trinidad and Tobago to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2025.

This Copa Airlines deal was found by Cheapflights users on 4/22. 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 6/53:44 amPOS - BOS
1 stop15h 42mCopa Airlines
Fri 6/138:47 amBOS - POS
1 stop17h 00mCopa Airlines
Deal found 4/22$512
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sun 8/36:25 pmPOS - BOS
1 stop16h 05mMultiple Airlines
Mon 9/86:10 amBOS - POS
1 stop13h 50mMultiple Airlines
Deal found 4/22$539
This United Airlines deal was found by Cheapflights users on 4/22. 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 8/612:30 amPOS - BOS
2 stops18h 26mUnited Airlines
Mon 9/85:30 amBOS - POS
2 stops17h 53mUnited Airlines
Deal found 4/22$553
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 6/67:09 amPOS - BOS
2 stops14h 41mAmerican Airlines
Fri 6/139:51 amBOS - POS
1 stop11h 45mAmerican Airlines
Deal found 4/22$578
This JetBlue deal was found by Cheapflights users on 4/22. 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 8/67:29 pmPOS - BOS
1 stop12h 15mJetBlue
Mon 9/85:15 amBOS - POS
1 stop8h 58mJetBlue
Deal found 4/22$618
This Air Canada deal was found by Cheapflights users on 4/22. 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.
Mon 8/42:25 amPOS - BOS
2 stops19h 31mAir Canada
Sun 9/77:00 pmBOS - POS
1 stop30h 25mAir Canada
Deal found 4/22$730

Cheapflights Fare Finder

Customize your flight search to find flights from Trinidad and Tobago 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 April 22, 2025.
Use the filters below to find and compare flights from Trinidad and Tobago to Massachusetts that are best for you.

Fly from

Trinidad and Tobago

Fly to

Massachusetts

Route

Depart

Return

Price

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 6/5

3:44 am-7:26 pm

1 stop15h 42m

Boston Logan Intl

Fri 6/13

8:47 am-1:47 am

1 stop17h 00m

$512

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 8/3

6:25 pm-10:30 am

1 stop16h 05m

Boston Logan Intl

Mon 9/8

6:10 am-8:00 pm

1 stop13h 50m

$539

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 8/6

12:30 am-11:59 pm

2 stops23h 29m

Boston Logan Intl

Tue 9/9

7:30 am-11:23 pm

1 stop15h 53m

$553

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 6/6

7:09 am-10:47 pm

2 stops15h 38m

Boston Logan Intl

Fri 6/13

9:10 am-9:36 pm

2 stops12h 26m

$578

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 8/6

7:29 pm-7:44 am

1 stop12h 15m

Boston Logan Intl

Thu 9/11

5:15 am-2:13 pm

1 stop8h 58m

$618

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 8/4

2:25 am-9:56 pm

2 stops19h 31m

Boston Logan Intl

Sun 9/7

7:00 pm-1:25 am

1 stop30h 25m

$730

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 6/10

3:44 am-7:26 pm

1 stop15h 42m

$240

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 6/10

3:44 am-11:29 pm

2 stops19h 45m

$269

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 8/31

12:30 am-2:40 pm

2 stops38h 10m

$303

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 6/11

12:44 pm-9:27 pm

1 stop8h 43m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Showing 1-10 of 12 results
1
2

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

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

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

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

Find hourly flight availability from Trinidad and Tobago 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 April 22, 2025.

When flying from Trinidad and Tobago to Massachusetts, 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 Massachusetts by month

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

In terms of precipitation, rainfall in Massachusetts 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 Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

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

If weather is an important factor for your trip to Massachusetts, 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 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 April 22, 2025.
Copa Airlines
7.5
Good
1,408 reviews

Overall

7.5

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
Copa Airlines
7.5
Good
1,408 reviews
Copa Airlines
7.5
Good
1,408 reviews

Overall

7.5

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
United Airlines
7.4
Good
8,683 reviews
Copa Airlines
7.5
Good
1,408 reviews

Overall

7.5

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
JetBlue
7.3
Good
2,923 reviews
Copa Airlines
7.5
Good
1,408 reviews

Overall

7.5

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,408 reviews

Overall

7.5

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
Air Canada
7.0
Good
9,180 reviews
Copa Airlines
7.5
Good
1,408 reviews

Overall

7.5

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.

Related info for your journey

Find useful and relevant information for your journey from Trinidad and Tobago to Massachusetts. 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 Trinidad and Tobago to Massachusetts one-way?

    One-way options have recently been found by users for as low as $240 on Copa Airlines. Other airlines that offer cheap prices include United Airlines from $303 and JetBlue from $312 one-way.

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

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

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

    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 Massachusetts.

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

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

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

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 Trinidad and Tobago to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
Luis Munoz Marin Intl to Orlando flights
Santo Domingo to John F Kennedy Intl flights
Luis Munoz Marin Intl to John F Kennedy Intl flights
Santiago de los Caballeros to John F Kennedy Intl flights
Luis Munoz Marin Intl to Newark flights
Santo Domingo to Newark flights
Luis Munoz Marin Intl to Fort Lauderdale flights
Luis Munoz Marin Intl to Miami flights
Santiago de los Caballeros to Newark flights
Luis Munoz Marin Intl to LaGuardia flights
Luis Munoz Marin Intl to Tampa flights
Luis Munoz Marin Intl to Philadelphia flights
Santo Domingo to Boston flights
Luis Munoz Marin Intl to Boston flights
Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Hartford flights
Santo Domingo to Orlando flights
Luis Munoz Marin Intl to Seattle flights
Santo Domingo to LaGuardia flights
Santo Domingo to Miami flights
Kingston to John F Kennedy Intl flights
Montego Bay to John F Kennedy Intl flights
Luis Munoz Marin Intl to Dulles Intl flights
Luis Munoz Marin Intl to Hobby flights
Ponce to Orlando flights
Luis Munoz Marin Intl to Baltimore flights
Luis Munoz Marin Intl to Atlanta flights
Aguadilla to Orlando flights
Port of Spain to John F Kennedy Intl flights
Luis Munoz Marin Intl to Dallas/Fort Worth flights
Luis Munoz Marin Intl to George Bush Intcntl flights
Luis Munoz Marin Intl to Reagan-National flights
Santo Domingo to Fort Lauderdale flights
Luis Munoz Marin Intl to Las Vegas flights
Bridgetown to John F Kennedy Intl flights
Luis Munoz Marin Intl to Raleigh flights
Luis Munoz Marin Intl to Midway flights
Port of Spain to Miami flights
Santo Domingo to Atlanta flights
Santiago de los Caballeros to Orlando flights
Punta Cana to John F Kennedy Intl flights
Montego Bay to Newark flights
Luis Munoz Marin Intl to Jacksonville flights
Luis Munoz Marin Intl to Denver flights
Kingston to Fort Lauderdale flights
Luis Munoz Marin Intl to Charlotte flights
Luis Munoz Marin Intl to Los Angeles flights
Oranjestad to Miami flights
Bridgetown to Miami flights
Kingston to Atlanta flights

Top 4 airlines flying from Trinidad and Tobago to Massachusetts

Discover the top 4 airlines that operate flights from Trinidad and Tobago 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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$384Average$418FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$408Average$600FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$431Average$521FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$492Average$672FlexibilityNo cancel feeOn-time62%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.