HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Trinidad and Tobago

$182+ 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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
dic. 3 — dic. 101
mié. 12/3
mié. 12/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Trinidad and Tobago 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 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 noviembre 3, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$423
(Expedia)

One-way from

$182
(Expedia)

Popular in

December

Cheapest in

January

Average price

$686
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
Search Deals
From Massachusetts to Trinidad and Tobago
Search Deals
One-way flight from Massachusetts to Trinidad and Tobago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 noviembre 3, 2025.

This Expedia deal was found by Cheapflights users on 11/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/308:07 pmBOS - POS
1 stop9h 11mJetBlue
vie. 1/28:02 amPOS - BOS
1 stop9h 47mJetBlue
Deal found 11/3$423
This Air Canada deal was found by Cheapflights users on 11/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/25:30 amBOS - POS
2 stops18h 40mAir Canada
dom. 12/72:15 amPOS - BOS
2 stops18h 27mAir Canada
Deal found 11/2$433
This Air Canada deal was found by Cheapflights users on 11/1. 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.
mar. 12/96:15 amBOS - POS
1 stop17h 55mAir Canada
vie. 12/262:15 amPOS - BOS
1 stop14h 42mAir Canada
Deal found 11/1$483
This CheapOair deal was found by Cheapflights users on 11/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/95:40 amBOS - POS
1 stop9h 24mJetBlue
sáb. 12/278:02 amPOS - BOS
1 stop12h 58mJetBlue
Deal found 11/2$490
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/25:36 amBOS - POS
1 stop17h 02mAmerican Airlines
lun. 12/84:33 pmPOS - BOS
1 stop9h 26mAmerican Airlines
Deal found 11/2$491
This American Airlines deal was found by Cheapflights users on 11/1. 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.
lun. 12/86:29 amBOS - POS
1 stop16h 30mAmerican Airlines
lun. 12/294:46 pmPOS - BOS
1 stop18h 09mAmerican Airlines
Deal found 11/1$535
This Air Canada deal was found by Cheapflights users on 11/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/810:15 amBOS - POS
2 stops37h 55mAir Canada
dom. 12/282:15 amPOS - BOS
1 stop10h 57mAir Canada
Deal found 11/2$543
This JetBlue deal was found by Cheapflights users on 11/3. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/186:00 amBDL - POS
1 stop7h 31mJetBlue
jue. 12/253:56 pmPOS - BDL
1 stop9h 03mJetBlue
Deal found 11/3$810
This United Airlines deal was found by Cheapflights users on 11/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/256:15 amBDL - POS
2 stops17h 50mUnited Airlines
jue. 1/12:20 amPOS - BDL
2 stops17h 35mUnited Airlines
Deal found 11/2$951
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/257:50 amBDL - POS
2 stops30h 56mAmerican Airlines
vie. 1/24:46 pmPOS - BDL
2 stops19h 11mAmerican Airlines
Deal found 11/2$1,319
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/125:30 amBOS - TAB
3 stops24h 20mMultiple Airlines
dom. 12/219:45 pmTAB - BOS
2 stops25h 52mMultiple Airlines
Deal found 11/3$1,503
This Booking.com deal was found by Cheapflights users on 11/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/256:00 amBDL - POS
3 stops18h 30mMultiple Airlines
jue. 1/12:20 amPOS - BDL
2 stops12h 49mMultiple Airlines
Deal found 11/2$3,335

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 noviembre 3, 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

mar. 12/2

10:45 am-1:10 am

1 stop13h 25m

Port of Spain Piarco Intl

dom. 12/7

2:15 am-6:02 pm

1 stop16h 47m

$433

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

vie. 1/30

10:05 am-7:15 pm

1 stop8h 10m

Port of Spain Piarco Intl

mar. 2/3

8:30 am-6:45 pm

1 stop11h 15m

$434

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

vie. 1/30

10:05 am-7:15 pm

1 stop8h 10m

Port of Spain Piarco Intl

jue. 2/5

8:30 am-7:57 pm

1 stop12h 27m

$439

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

vie. 1/30

7:30 am-7:15 pm

1 stop10h 45m

Port of Spain Piarco Intl

lun. 2/2

8:30 am-7:41 am

1 stop24h 11m

$442

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

dom. 2/1

10:15 am-1:20 am

2 stops14h 05m

Port of Spain Piarco Intl

mar. 2/3

2:20 am-10:37 pm

1 stop21h 17m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

vie. 1/30

5:30 am-1:20 am

2 stops18h 50m

Port of Spain Piarco Intl

mar. 2/3

2:20 am-7:42 pm

2 stops18h 22m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

jue. 1/29

4:35 pm-1:20 am

1 stop31h 45m

Port of Spain Piarco Intl

mar. 2/3

2:20 am-12:12 pm

1 stop10h 52m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

sáb. 1/31

4:35 pm-1:20 am

1 stop31h 45m

Port of Spain Piarco Intl

vie. 2/6

2:20 am-2:52 pm

2 stops13h 32m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 1/27

10:15 am-1:20 am

2 stops14h 05m

Port of Spain Piarco Intl

mar. 2/3

2:20 am-2:52 pm

2 stops13h 32m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

lun. 4/6

3:35 pm-12:20 am

2 stops32h 45m

Port of Spain Piarco Intl

dom. 4/26

1:20 am-2:52 pm

2 stops13h 32m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 28 results
1
2
3

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, January is the cheapest month in which you can book a flight from Massachusetts to Trinidad and Tobago (average of $189). Flying from Massachusetts to Trinidad and Tobago in August is currently the most expensive (average of $524). 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 noviembre 3, 2025.

One of the essential ways to save on airfare from Massachusetts to Trinidad and Tobago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 39% on airfare.

What is the cheapest day to fly from Massachusetts to Trinidad and Tobago?

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Trinidad and Tobago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Massachusetts to Trinidad and Tobago flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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.

  • How long is the flight from Massachusetts to Trinidad and Tobago?

    For as low as $434, Air Canada can have you in Trinidad and Tobago from Massachusetts in 8h 10m. Airlines will cover a distance of 2270 mi. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with JetBlue, which is currently one of the cheapest options available, starting at $182. Air Canada flights start at $193 while deals on American Airlines start at $345 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, January is the cheapest month in which you can book a flight from Massachusetts to Trinidad and Tobago (average of $189). Flying from Massachusetts to Trinidad and Tobago in August is currently the most expensive (average of $524). 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.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
Newark to Santo Domingo flights
John F Kennedy Intl to Santiago de los Caballeros flights
John F Kennedy Intl to Punta Cana flights
Dulles Intl to Luis Munoz Marin Intl flights
Orlando to Luis Munoz Marin Intl flights
Newark to Punta Cana flights
O'Hare Intl to Luis Munoz Marin Intl flights
Newark to Santiago de los Caballeros flights
Baltimore to Luis Munoz Marin Intl flights
LaGuardia to Luis Munoz Marin Intl flights
Newark to Oranjestad flights
Boston to Luis Munoz Marin Intl flights
Reagan-National to Luis Munoz Marin Intl flights
John F Kennedy Intl to Oranjestad flights
Philadelphia to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
Boston to Oranjestad flights
John F Kennedy Intl to Montego Bay flights
Hartford to Luis Munoz Marin Intl flights
LaGuardia to Santo Domingo flights
O'Hare Intl to Punta Cana flights
Newark to Montego Bay flights
Boston to Santo Domingo flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
John F Kennedy Intl to Port of Spain flights
Tampa to Luis Munoz Marin Intl flights
Minneapolis to Luis Munoz Marin Intl flights
Hobby to Luis Munoz Marin Intl flights
Newark to Simpson Bay flights
Detroit to Luis Munoz Marin Intl flights
Dulles Intl to Punta Cana flights
Raleigh to Luis Munoz Marin Intl flights
John F Kennedy Intl to Kingston flights
Newark to Nassau flights
LaGuardia to Oranjestad flights
John F Kennedy Intl to Nassau flights
John F Kennedy Intl to Saint Thomas Island flights
Newark to Saint Thomas Island flights
John F Kennedy Intl to Simpson Bay flights
George Bush Intcntl to Luis Munoz Marin Intl flights
Orlando to Punta Cana flights
Miami to Santo Domingo flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Miami to Punta Cana flights
Boston to Punta Cana flights
Fort Lauderdale to Santo Domingo flights

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 noviembre 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$242Average$432FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$420Average$496FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$433Average$684FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$591FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$524Average$643FlexibilityNo 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.