What is the cheapest airline that flies from Massachusetts to Trinidad and Tobago?

Air Canada is the most popular carrier operating from Massachusetts to Trinidad and Tobago

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

Flight times from Massachusetts to Trinidad and Tobago vary, but if you’re flying out of Boston and flying into Port of Spain (one of the most popular routes), then the duration is 7h 26m on average. Another popular route from Massachusetts to Trinidad and Tobago is flying from Hyannis to Port of Spain, which will take roughly 23h 16m. Keep in mind that layovers or delays could extend your travel time.

What airlines fly to Trinidad and Tobago?

American Airlines, JetBlue and United Airlines are the top three most popular airlines that fly to Trinidad and Tobago from Massachusetts according to our data. American Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Trinidad and Tobago. Keep in mind that there are 5 different airlines that fly to Trinidad and Tobago on a routine basis, so you have a few additional options to choose from.

How many operators does momondo search for flights from Massachusetts to Trinidad and Tobago?

As of August 2025, there are 5 operators available to choose from for flights from Massachusetts to Trinidad and Tobago.

How old do you have to be to fly from Massachusetts to Trinidad and Tobago?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Massachusetts to Trinidad and Tobago.

What documentation or ID do you need to fly to Trinidad and Tobago?

The necessary travel and health documents for your Trinidad and Tobago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$195 Cheap Flights from Massachusetts to Trinidad and Tobago in 2025

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Find the cheapest flights from Massachusetts to Trinidad and Tobago

Round-trip

One-way

Last minute

Cheap round-trip flights

5:30 am - 1:10 amBOS-POS

18h 40m2 stops

2:15 am - 2:52 pmPOS-BOS

13h 37m2 stops

$437Air Canada

Find Deal

Tue, Dec 2 - Sun, Dec 7

6:30 pm - 1:20 amBOS-POS

30h 50m2 stops

2:25 am - 3:59 pmPOS-BOS

13h 34m1 stop

$447Air Canada

Find Deal

Sat, Sep 6 - Fri, Sep 12

6:55 pm - 1:20 amBOS-POS

30h 25m1 stop

10:10 am - 11:57 pmPOS-BOS

13h 47m1 stop

$486

Find Deal

Sat, Sep 20 - Mon, Sep 29

7:30 am - 11:23 pmBOS-POS

15h 53m1 stop

12:30 am - 12:25 pmPOS-BOS

11h 55m1 stop

$508United Airlines

Find Deal

Tue, Sep 23 - Mon, Sep 29

9:43 am - 11:23 pmBOS-POS

13h 40m2 stops

12:30 am - 5:55 pmPOS-BOS

17h 25m1 stop

$513United Airlines

Find Deal

Tue, Sep 23 - Mon, Sep 29

5:47 am - 2:16 pmBOS-POS

8h 29m1 stop

3:25 pm - 12:59 amPOS-BOS

9h 34m1 stop

$524American Airlines

Find Deal

Tue, Sep 16 - Fri, Sep 26

6:30 pm - 1:20 amBOS-POS

30h 50m2 stops

10:10 am - 11:10 pmPOS-BOS

13h 00m2 stops

$527

Find Deal

Sat, Sep 20 - Mon, Sep 29

5:47 am - 2:16 pmBOS-POS

8h 29m1 stop

3:25 pm - 11:47 amPOS-BOS

20h 22m2 stops

$529American Airlines

Find Deal

Fri, Sep 5 - Sat, Sep 13

2:42 pm - 1:48 amBOS-POS

10h 06m1 stop

3:47 am - 1:09 pmPOS-BOS

10h 22m1 stop

$554Copa Airlines

Find Deal

Tue, Dec 9 - Fri, Dec 26

7:34 am - 1:48 amBOS-POS

17h 14m1 stop

3:47 am - 1:09 pmPOS-BOS

10h 22m1 stop

$644Copa Airlines

Find Deal

Wed, Nov 26 - Wed, Dec 3

American Airlines flights from Massachusetts to Trinidad and Tobago

Our best American Airlines deals on Massachusetts to Trinidad and Tobago flight tickets

American Airlines

Sep 16

BOS5:47 amBoston Logan Intl

8h 29m

1 stop

POS2:16 pmPort of Spain Piarco Intl

Sep 26

POS3:25 pmPort of Spain Piarco Intl

9h 34m

1 stop

BOS12:59 amBoston Logan Intl

$524

Find similar

American Airlines

Sep 5

BOS5:47 amBoston Logan Intl

8h 29m

1 stop

POS2:16 pmPort of Spain Piarco Intl

Sep 13

POS3:25 pmPort of Spain Piarco Intl

20h 22m

2 stops

BOS11:47 amBoston Logan Intl

$529

Find similar

American Airlines

Oct 22

BOS7:00 amBoston Logan Intl

14h 20m

1 stop

POS9:20 pmPort of Spain Piarco Intl

Oct 26

POS7:00 amPort of Spain Piarco Intl

15h 19m

2 stops

BOS10:19 pmBoston Logan Intl

$534

Find similar

United Airlines flights from Massachusetts to Trinidad and Tobago

Our best United Airlines deals on Massachusetts to Trinidad and Tobago flight tickets

United Airlines

Sep 23

BOS7:30 amBoston Logan Intl

15h 53m

1 stop

POS11:23 pmPort of Spain Piarco Intl

Sep 29

POS12:30 amPort of Spain Piarco Intl

11h 55m

1 stop

BOS12:25 pmBoston Logan Intl

$508

Find similar

United Airlines

Sep 23

BOS9:43 amBoston Logan Intl

13h 40m

2 stops

POS11:23 pmPort of Spain Piarco Intl

Sep 29

POS12:30 amPort of Spain Piarco Intl

17h 25m

1 stop

BOS5:55 pmBoston Logan Intl

$513

Find similar

United Airlines

Sep 16

BOS7:10 amBoston Logan Intl

16h 13m

2 stops

POS11:23 pmPort of Spain Piarco Intl

Sep 19

POS12:30 amPort of Spain Piarco Intl

14h 11m

1 stop

BOS2:41 pmBoston Logan Intl

$516

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Massachusetts to Trinidad and Tobago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 12/2

5:30 am-1:10 am

2 stops18h 40m

Port of Spain Piarco Intl

Sun 12/7

2:15 am-2:52 pm

2 stops13h 37m

$437

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 9/6

6:30 pm-1:20 am

2 stops30h 50m

Port of Spain Piarco Intl

Fri 9/12

2:25 am-3:59 pm

1 stop13h 34m

$447

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 9/20

6:55 pm-1:20 am

1 stop30h 25m

Port of Spain Piarco Intl

Mon 9/29

10:10 am-11:57 pm

1 stop13h 47m

$486

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 9/23

7:30 am-11:23 pm

1 stop15h 53m

Port of Spain Piarco Intl

Mon 9/29

12:30 am-12:25 pm

1 stop11h 55m

$508

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 9/23

9:43 am-11:23 pm

2 stops13h 40m

Port of Spain Piarco Intl

Mon 9/29

12:30 am-5:55 pm

1 stop17h 25m

$513

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 9/16

5:47 am-2:16 pm

1 stop8h 29m

Port of Spain Piarco Intl

Fri 9/26

3:25 pm-12:59 am

1 stop9h 34m

$524

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 9/20

6:30 pm-1:20 am

2 stops30h 50m

Port of Spain Piarco Intl

Mon 9/29

10:10 am-11:10 pm

2 stops13h 00m

$527

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 9/5

5:47 am-2:16 pm

1 stop8h 29m

Port of Spain Piarco Intl

Sat 9/13

3:25 pm-11:47 am

2 stops20h 22m

$529

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 12/9

2:42 pm-1:48 am

1 stop10h 06m

Port of Spain Piarco Intl

Fri 12/26

3:47 am-1:09 pm

1 stop10h 22m

$554

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 11/26

7:34 am-1:48 am

1 stop17h 14m

Port of Spain Piarco Intl

Wed 12/3

3:47 am-1:09 pm

1 stop10h 22m

$644

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first

How to get the cheapest flight ticket from Massachusetts to Trinidad and Tobago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Trinidad and Tobago?

In general, September is the cheapest month to fly from Massachusetts to Trinidad and Tobago. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $498. If you aren’t able to travel to Trinidad and Tobago during the month of September, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $509.

What is the cheapest day to depart on your flight to Trinidad and Tobago?

On average, the least expensive day to fly to Trinidad and Tobago from Massachusetts is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $590. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Trinidad and Tobago is Sunday, with ticket prices averaging around $690.

What is the cheapest time of day to depart on your flight to Trinidad and Tobago?

According to our data, the cheapest time of day to fly to Trinidad and Tobago is in the morning. momondo users have found flights departing from Massachusetts to Trinidad and Tobago in the morning for as low as $615. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the evening is when there is more demand to fly to Trinidad and Tobago, so prices are often more expensive at around $663 per ticket.

How far in advance should I book a flight to Trinidad and Tobago?

You are more likely to see cheaper flights to Trinidad and Tobago from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Trinidad and Tobago for around $646 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Trinidad and Tobago from Massachusetts for as low as $469 on momondo.

Can stopping save me money on Massachusetts to Trinidad and Tobago flights?

You could potentially save up to 17% on your flight if you consider stops on a Massachusetts to Trinidad and Tobago flight.

Cheap Massachusetts to Trinidad and Tobago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Trinidad and Tobago

Best Price Found	$195
Fastest flight time	7h 19m
Direct flights	None
Airports in Trinidad and Tobago	2 airports

The best one-way flight to Trinidad and Tobago from Massachusetts in the past 72 hours is $195. The best round-trip flight deal from Massachusetts to Trinidad and Tobago found on momondo in the last 72 hours is $437.

The fastest flight from Massachusetts to Trinidad and Tobago takes 7h 19m

There are no direct flights from Massachusetts to Trinidad and Tobago. Popular non-direct routes for this connection are Boston Logan Intl Airport - Scarborough ANR Robinson Intl Airport and Boston Logan Intl Airport - Port of Spain Piarco Intl Airport.

There are 2 airports near Trinidad and Tobago: Scarborough ANR Robinson Intl (TAB), Port of Spain Piarco Intl (POS)

Search flight deals

When did momondo last update prices for flights from Massachusetts to Trinidad and Tobago?
Prices for flights from Massachusetts to Trinidad and Tobago refresh daily.
How many operators does momondo search for flights from Massachusetts to Trinidad and Tobago?
As of August 2025, there are 5 operators available to choose from for flights from Massachusetts to Trinidad and Tobago.
How old do you have to be to fly from Massachusetts to Trinidad and Tobago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Massachusetts to Trinidad and Tobago.
What documentation or ID do you need to fly to Trinidad and Tobago?
The necessary travel and health documents for your Trinidad and Tobago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Massachusetts to Trinidad and Tobago

Compare and see reviews for airlines that fly from Massachusetts to Trinidad and Tobago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $152	Free Cancellation	Rating 5.8 3,221 reviews	Search Frontier flights
Copa Airlines	PriceFrom $400	Free Cancellation	Rating 7.5 1,506 reviews	Search Copa Airlines flights
United Airlines	PriceFrom $433	Free Cancellation	Rating 7.4 8,920 reviews	Search United Airlines flights
American Airlines	PriceFrom $433	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
JetBlue	PriceFrom $478	Free Cancellation	Rating 7.2 2,916 reviews	Search JetBlue flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Trinidad and Tobago?

Finding the right flight to Trinidad and Tobago from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Trinidad and Tobago quick and easy, saving you time and money.

Can I find flights from Massachusetts to Trinidad and Tobago with flexible booking policies on momondo?

All flight searches from Massachusetts to Trinidad and Tobago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Massachusetts to Trinidad and Tobago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Trinidad and Tobago from Massachusetts.

I’m not ready to book a flight from Massachusetts to Trinidad and Tobago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Massachusetts to Trinidad and Tobago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Popular cities in Trinidad and Tobago

Flights to Port of Spainfrom $275

Flights to Scarborough, Eastern Tobagofrom $333

Trinidad and Tobago flight routes

Flights from New York John F Kennedy Intl to Port of Spain Piarco Intl

Flights from Miami to Port of Spain Piarco Intl

Flights from Toronto Pearson Intl to Port of Spain Piarco Intl

Flights from Georgetown Cheddi Jagan Intl to Port of Spain Piarco Intl

Flights from Bridgetown Grantley Adams Intl to Port of Spain Piarco Intl

Cheap flights from Massachusetts to Trinidad and Tobago from $195

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Massachusetts to Trinidad and Tobago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

American Airlines flights from Massachusetts to Trinidad and Tobago

Our best American Airlines deals on Massachusetts to Trinidad and Tobago flight tickets

United Airlines flights from Massachusetts to Trinidad and Tobago

Our best United Airlines deals on Massachusetts to Trinidad and Tobago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Massachusetts to Trinidad and Tobago that are best for you.

See travel insights to Trinidad and Tobago from

How to get the cheapest flight ticket from Massachusetts to Trinidad and Tobago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Trinidad and Tobago?

What is the cheapest day to depart on your flight to Trinidad and Tobago?

What is the cheapest time of day to depart on your flight to Trinidad and Tobago?

How far in advance should I book a flight to Trinidad and Tobago?

Can stopping save me money on Massachusetts to Trinidad and Tobago flights?

You could potentially save up to 17% on your flight if you consider stops on a Massachusetts to Trinidad and Tobago flight.

What is the cheapest airline that flies from Massachusetts to Trinidad and Tobago?

Air Canada is the most popular carrier operating from Massachusetts to Trinidad and Tobago

What airlines fly to Trinidad and Tobago?

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

Cheap Massachusetts to Trinidad and Tobago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Trinidad and Tobago

Best Price Found

Fastest flight time

Direct flights

Airports in Trinidad and Tobago

When did momondo last update prices for flights from Massachusetts to Trinidad and Tobago?

How many operators does momondo search for flights from Massachusetts to Trinidad and Tobago?

How old do you have to be to fly from Massachusetts to Trinidad and Tobago?

What documentation or ID do you need to fly to Trinidad and Tobago?

Best airlines flying from Massachusetts to Trinidad and Tobago

Compare and see reviews for airlines that fly from Massachusetts to Trinidad and Tobago with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Trinidad and Tobago?

Can I find flights from Massachusetts to Trinidad and Tobago with flexible booking policies on momondo?

How can momondo help me find flights from Massachusetts to Trinidad and Tobago?

I’m not ready to book a flight from Massachusetts to Trinidad and Tobago right now. Can momondo alert me if prices change?

An easier way to manage your Trinidad and Tobago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Trinidad and Tobago

Popular cities in Trinidad and Tobago

Popular flights according to clicks in the last 7 days on momondo