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$287+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
ago. 9 — ago. 161
sáb. 8/9
sáb. 8/16
1 adult, Economy
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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 agosto 4, 2025.

Round-trip from

$397
(flugladen.de)

One-way from

$287
(Priceline)

Popular in

December

Cheapest in

September

Average price

$597
From Massachusetts to Trinidad
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One-way flight from Massachusetts to Trinidad
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Highest demand for flights based on searches. 7% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($25 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 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 agosto 4, 2025.

This flugladen.de 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/47:55 pmBOS - POS
1 stop28h 15mAir Canada
dom. 12/72:15 amPOS - BOS
1 stop21h 22mAir Canada
Deal found 8/3$397
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/196:10 amBOS - POS
1 stop13h 50mMultiple Airlines
lun. 9/2910:10 amPOS - BOS
1 stop13h 47mMultiple Airlines
Deal found 8/4$457
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/169:30 amBOS - POS
2 stops13h 53mUnited Airlines
vie. 9/2612:30 amPOS - BOS
1 stop17h 25mUnited Airlines
Deal found 8/4$516
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/167:08 amBOS - POS
1 stop7h 26mJetBlue
vie. 9/263:59 pmPOS - BOS
1 stop8h 15mJetBlue
Deal found 8/3$524
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.
mar. 9/165:16 pmBOS - POS
2 stops21h 00mAmerican Airlines
vie. 9/263:25 pmPOS - BOS
2 stops17h 13mAmerican Airlines
Deal found 8/3$529
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/37:00 amBDL - POS
1 stop7h 24mJetBlue
lun. 12/84:50 pmPOS - BDL
1 stop8h 11mJetBlue
Deal found 8/3$586
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.
jue. 12/46:00 amBDL - POS
2 stops17h 23mUnited Airlines
lun. 12/81:30 amPOS - BDL
2 stops13h 39mUnited Airlines
Deal found 8/3$618
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.
jue. 12/46:23 amBDL - POS
2 stops14h 52mAmerican Airlines
lun. 12/87:10 amPOS - BDL
1 stop16h 47mAmerican Airlines
Deal found 8/3$632

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 agosto 4, 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

jue. 12/4

7:55 pm-1:10 am

1 stop28h 15m

Port of Spain Piarco Intl

dom. 12/7

2:15 am-10:37 pm

1 stop21h 22m

$397

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

vie. 9/19

6:10 am-8:00 pm

1 stop13h 50m

Port of Spain Piarco Intl

lun. 9/29

10:10 am-11:57 pm

1 stop13h 47m

$457

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 9/16

9:30 am-11:23 pm

2 stops13h 53m

Port of Spain Piarco Intl

vie. 9/26

12:30 am-5:55 pm

1 stop17h 25m

$516

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 9/16

7:08 am-2:34 pm

1 stop7h 26m

Port of Spain Piarco Intl

vie. 9/26

3:59 pm-12:14 am

1 stop8h 15m

$524

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 9/16

5:16 pm-2:16 pm

2 stops21h 00m

Port of Spain Piarco Intl

vie. 9/26

3:25 pm-8:38 am

2 stops17h 13m

$529

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

mié. 12/3

7:00 am-3:24 pm

1 stop7h 24m

Port of Spain Piarco Intl

lun. 12/8

4:50 pm-12:01 am

1 stop8h 11m

$586

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

jue. 12/4

6:00 am-12:23 am

2 stops17h 23m

Port of Spain Piarco Intl

lun. 12/8

1:30 am-2:09 pm

2 stops13h 39m

$618

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

jue. 12/4

6:23 am-10:15 pm

2 stops14h 52m

Port of Spain Piarco Intl

lun. 12/8

7:10 am-10:57 pm

1 stop16h 47m

$632

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

sáb. 8/30

7:12 am-6:04 pm

1 stop10h 52m

$287

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

vie. 8/15

7:36 pm-12:12 pm

1 stop16h 36m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/4

Showing 1-10 of 15 results
1
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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, October is the cheapest month in which you can book a flight from Massachusetts to Trinidad (average of $435). Flying from Massachusetts to Trinidad 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 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 agosto 4, 2025.

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

Reviews of airlines servicing Trinidad

Get insights into the airlines that provide service to Trinidad. 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. Reviews last updated agosto 4, 2025.
Read through reviews of airlines operating flights from Massachusetts to Trinidad, such as United Airlines, American Airlines, and JetBlue. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,912 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,912 reviews
United Airlines
7.4
Good
8,912 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,912 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
JetBlue
7.2
Good
2,915 reviews
United Airlines
7.4
Good
8,912 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Air Canada
7.1
Good
9,879 reviews
United Airlines
7.4
Good
8,912 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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.

  • 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, October is the cheapest month in which you can book a flight from Massachusetts to Trinidad (average of $435). Flying from Massachusetts to Trinidad 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

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Alternative routes for Massachusetts to Trinidad

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

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 agosto 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$152Average$181FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$400Average$452FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$433Average$649FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$623FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$471Average$627FlexibilityNo cancel feeOn-time62%

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