HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Trinidad

$193+ Cheap flights from Massachusetts to Trinidad

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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Nov 7 — Nov 141
Fri 11/7
Fri 11/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Trinidad 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.

Find flight deals from Massachusetts to Trinidad

Cheapest flights from Massachusetts to Trinidad
Explore the most affordable flight options available from Massachusetts to Trinidad. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 8, 2025.

This Air Canada deal was found by Cheapflights users on 10/7. 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.
Tue 12/25:30 amBOS - POS
2 stops18h 40mAir Canada
Sun 12/72:15 amPOS - BOS
2 stops18h 27mAir Canada
Deal found 10/7$433
This Expedia deal was found by Cheapflights users on 10/6. 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.
Wed 11/265:30 amBOS - POS
2 stops42h 40mAir Canada
Sun 11/302:15 amPOS - BOS
2 stops20h 12mAir Canada
Deal found 10/6$443
This Priceline deal was found by Cheapflights users on 10/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/295:40 amBOS - POS
1 stop8h 27mJetBlue
Wed 11/55:12 pmPOS - BOS
1 stop15h 29mJetBlue
Deal found 10/6$455
This FlightHub deal was found by Cheapflights users on 10/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:00 amBOS - POS
2 stops19h 20mAir Canada
Sun 10/261:15 amPOS - BOS
2 stops13h 37mAir Canada
Deal found 10/6$463
This CheapOair deal was found by Cheapflights users on 10/8. 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.
Wed 11/195:40 amBOS - POS
1 stop8h 26mJetBlue
Fri 11/215:53 pmPOS - BOS
1 stop14h 49mJetBlue
Deal found 10/8$467
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Wed 10/293:00 pmBOS - POS
1 stop29h 00mMultiple Airlines
Wed 11/59:10 amPOS - BOS
2 stops24h 50mMultiple Airlines
Deal found 10/6$475
This CheapOair deal was found by Cheapflights users on 10/8. 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.
Wed 11/195:40 amBOS - POS
1 stop8h 26mJetBlue
Thu 11/205:53 pmPOS - BOS
1 stop14h 49mJetBlue
Deal found 10/8$476
This Air Canada deal was found by Cheapflights users on 10/8. 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.
Tue 12/96:15 amBOS - POS
1 stop17h 55mAir Canada
Fri 12/262:15 amPOS - BOS
1 stop14h 42mAir Canada
Deal found 10/8$483
This Mytrip deal was found by Cheapflights users on 10/7. 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.
Mon 11/176:16 amBOS - POS
1 stop12h 44mMultiple Airlines
Sun 11/302:15 amPOS - BOS
2 stops32h 17mMultiple Airlines
Deal found 10/7$487
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Thu 11/209:50 amBOS - POS
1 stop13h 33mUnited Airlines
Wed 11/261:30 amPOS - BOS
1 stop17h 13mUnited Airlines
Deal found 10/6$491
This Air Canada deal was found by Cheapflights users on 10/7. 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 12/810:15 amBOS - POS
2 stops37h 55mAir Canada
Sun 12/282:15 amPOS - BOS
1 stop21h 22mAir Canada
Deal found 10/7$493
This United Airlines deal was found by Cheapflights users on 10/7. 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.
Fri 10/106:00 amBDL - POS
2 stops17h 23mUnited Airlines
Mon 10/1312:30 amPOS - BDL
2 stops18h 22mUnited Airlines
Deal found 10/7$863

Cheap flight deals from Massachusetts to Trinidad

Keep the following information in mind while searching for Massachusetts to Trinidad flight deals. Data was last updated October 8, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$407
(Mytrip)

One-way from

$193
(Air Canada)

Popular in

December

Cheapest in

January

Average price

$583
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
Search Deals
One-way flight from Massachusetts to Trinidad
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Trinidad 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 October 8, 2025.
Use the filters below to find and compare flights from Massachusetts to Trinidad that are best for you.

Fly from

Massachusetts

Fly to

Trinidad

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 1/14

4:35 pm-1:10 am

1 stop31h 35m

Port of Spain Piarco Intl

Tue 1/27

2:15 am-9:32 am

2 stops32h 17m

$407

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 1/14

7:30 am-7:15 pm

1 stop10h 45m

Port of Spain Piarco Intl

Wed 1/28

8:30 am-7:57 pm

1 stop12h 27m

$429

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 12/9

6:15 am-1:10 am

1 stop17h 55m

Port of Spain Piarco Intl

Fri 12/26

2:15 am-6:02 pm

1 stop16h 47m

$483

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 3/30

5:30 am-2:51 pm

1 stop9h 21m

Port of Spain Piarco Intl

Fri 4/3

4:16 pm-7:45 am

1 stop15h 29m

$485

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 11/8

9:35 am-12:23 am

1 stop13h 48m

Port of Spain Piarco Intl

Sat 11/15

1:30 am-12:26 pm

1 stop11h 56m

$491

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 1/13

9:30 am-12:23 am

2 stops13h 53m

Port of Spain Piarco Intl

Mon 1/19

1:30 am-2:29 pm

2 stops13h 59m

$495

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 11/20

7:34 am-1:48 am

1 stop17h 14m

Port of Spain Piarco Intl

Thu 11/20

3:48 am-10:03 pm

1 stop19h 15m

$523

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 11/19

9:40 am-12:23 am

2 stops13h 43m

Port of Spain Piarco Intl

Thu 11/20

1:30 am-5:43 pm

1 stop17h 13m

$542

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 2/17

9:56 am-12:23 am

1 stop13h 27m

Port of Spain Piarco Intl

Wed 4/29

12:30 am-2:07 pm

2 stops13h 37m

$542

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 11/9

10:45 am-1:10 am

1 stop13h 25m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/7

Showing 1-10 of 18 results
1
2

Best time to book a flight from Massachusetts to Trinidad

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

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

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Trinidad (average of $188). Flying from Massachusetts to Trinidad 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 LAZ?

Find hourly flight availability from Massachusetts to Trinidad. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 8, 2025.

It’s optimal to fly from Massachusetts to Trinidad in the morning. By choosing this option you can save up to 7% on the cost of your flight, compared to a flight in the evening.

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

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

Travelers seeking maximum savings on their Massachusetts to Trinidad 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. 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?

    Airlines like Air Canada, JetBlue, and United Airlines fly from Massachusetts to Trinidad in about 10h 45m. The time it takes to get you to your destination can typically vary by up to 20h 50m. There are 2270 mi between Massachusetts and Trinidad. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Massachusetts to Trinidad 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?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Trinidad (average of $188). Flying from Massachusetts to Trinidad 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

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Port of Spain flights
LaGuardia to Port of Spain flights
Miami to Port of Spain flights
Newark to Port of Spain flights
Dulles Intl to Port of Spain flights
Baltimore to Port of Spain flights
Reagan-National to Port of Spain flights
Boston to Port of Spain flights
Atlanta to Port of Spain flights
Orlando to Port of Spain flights
Hobby to Port of Spain flights
John F Kennedy Intl to Scarborough flights
George Bush Intcntl to Port of Spain flights
Fort Lauderdale to Port of Spain flights
Dallas/Fort Worth to Port of Spain flights
Minneapolis to Port of Spain flights
Raleigh to Port of Spain flights
Philadelphia to Port of Spain flights
Seattle to Port of Spain flights
New Orleans to Port of Spain flights
O'Hare Intl to Port of Spain flights
Los Angeles to Port of Spain flights
San Francisco to Port of Spain flights
Tampa to Port of Spain flights
Newark to Scarborough flights
Charlotte to Port of Spain flights
Miami to Scarborough flights
Las Vegas to Port of Spain flights
Jacksonville to Port of Spain flights
Sky Harbor Intl to Port of Spain flights
Nashville to Port of Spain flights
Denver to Port of Spain flights
Austin to Port of Spain flights
Detroit to Port of Spain flights
Memphis to Port of Spain flights
Richmond to Port of Spain flights
Pittsburgh to Port of Spain flights
Fort Lauderdale to Scarborough flights
Indianapolis to Port of Spain flights
Kansas City to Port of Spain flights
Orlando to Scarborough flights
West Palm Beach to Port of Spain flights
Salt Lake City to Port of Spain flights
San Diego to Port of Spain flights
Charleston to Port of Spain flights
Cleveland to Port of Spain flights
White Plains to Port of Spain flights
Philadelphia to Scarborough flights
Fort Myers to Port of Spain flights

Top 5 airlines flying from Massachusetts to Trinidad

Discover the top 5 airlines that operate flights from Massachusetts to Trinidad. 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 October 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$242Average$423FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$420Average$530FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$433Average$645FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$608FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$493Average$660FlexibilityNo 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.