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 48% of people opting to fly with this airline when traveling to Trinidad and Tobago. Keep in mind that there are 6 different airlines that fly to Trinidad and Tobago on a routine basis, so you have a few additional options to choose from.

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

Air Canada, JetBlue, and Copa Airlines are the most popular carriers operating from Massachusetts to Trinidad and Tobago

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

As of September 2025, there are 6 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.

$188 Cheap Flights from Massachusetts to Trinidad and Tobago in 2025/26

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Find the cheapest flights from Massachusetts to Trinidad and Tobago

Round-trip

One-way

Last minute

Cheap round-trip flights

10:15 am - 1:10 amBOS-POS

13h 55m2 stops

2:15 am - 12:12 pmPOS-BOS

10h 57m1 stop

$433Air Canada

Find Deal

Tue, Dec 2 - Sun, Dec 7

8:15 pm - 2:34 pmBOS-POS

18h 19m1 stop

3:59 pm - 9:45 amPOS-BOS

17h 46m1 stop

$438JetBlue

Find Deal

Thu, Oct 9 - Tue, Oct 14

6:55 pm - 1:20 amBOS-POS

30h 25m1 stop

2:25 am - 10:39 pmPOS-BOS

20h 14m1 stop

$443Air Canada

Find Deal

Thu, Oct 2 - Mon, Oct 6

5:23 am - 2:34 pmBOS-POS

9h 11m1 stop

3:59 pm - 7:58 amPOS-BOS

15h 59m1 stop

$461JetBlue

Find Deal

Wed, Oct 8 - Tue, Oct 14

8:41 am - 1:46 amBOS-POS

17h 05m1 stop

3:48 am - 1:24 pmPOS-BOS

10h 36m1 stop

$462Copa Airlines

Find Deal

Fri, Oct 24 - Sat, Nov 8

8:41 am - 1:46 amBOS-POS

17h 05m1 stop

3:51 am - 11:02 pmPOS-BOS

19h 11m1 stop

$482Copa Airlines

Find Deal

Fri, Oct 24 - Mon, Oct 27

7:00 am - 12:23 amBOS-POS

16h 23m1 stop

1:30 am - 2:23 pmPOS-BOS

13h 53m2 stops

$485United Airlines

Find Deal

Thu, Dec 11 - Tue, Mar 3

10:00 am - 11:23 pmBOS-POS

13h 23m1 stop

12:30 am - 5:43 pmPOS-BOS

17h 13m1 stop

$490United Airlines

Find Deal

Wed, Oct 22 - Tue, Oct 28

5:36 am - 11:38 pmBOS-POS

17h 02m1 stop

4:33 pm - 12:55 amPOS-BOS

9h 22m1 stop

$491American Airlines

Find Deal

Wed, Nov 26 - Tue, Dec 16

5:36 am - 11:38 pmBOS-POS

17h 02m1 stop

4:33 pm - 8:50 amPOS-BOS

17h 17m2 stops

$496American Airlines

Find Deal

Wed, Nov 26 - Tue, Dec 16

Air Canada flights from Massachusetts to Trinidad and Tobago

Our best Air Canada deals on Massachusetts to Trinidad and Tobago flight tickets

Air Canada

Dec 2

BOS10:15 amBoston Logan Intl

13h 55m

2 stops

POS1:10 amPort of Spain Piarco Intl

Dec 7

POS2:15 amPort of Spain Piarco Intl

10h 57m

1 stop

BOS12:12 pmBoston Logan Intl

$433

Find similar

Air Canada

Oct 2

BOS6:55 pmBoston Logan Intl

30h 25m

1 stop

POS1:20 amPort of Spain Piarco Intl

Oct 6

POS2:25 amPort of Spain Piarco Intl

20h 14m

1 stop

BOS10:39 pmBoston Logan Intl

$443

Find similar

Air Canada

Dec 12

BOS5:30 amBoston Logan Intl

18h 40m

2 stops

POS1:10 amPort of Spain Piarco Intl

Dec 19

POS2:15 amPort of Spain Piarco Intl

13h 37m

2 stops

BOS2:52 pmBoston Logan Intl

$483

Find similar

American Airlines flights from Massachusetts to Trinidad and Tobago

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

American Airlines

Nov 26

BOS5:36 amBoston Logan Intl

17h 02m

1 stop

POS11:38 pmPort of Spain Piarco Intl

Dec 16

POS4:33 pmPort of Spain Piarco Intl

9h 22m

1 stop

BOS12:55 amBoston Logan Intl

$491

Find similar

American Airlines

Nov 26

BOS5:36 amBoston Logan Intl

17h 02m

1 stop

POS11:38 pmPort of Spain Piarco Intl

Dec 16

POS4:33 pmPort of Spain Piarco Intl

17h 17m

2 stops

BOS8:50 amBoston Logan Intl

$496

Find similar

American Airlines

Nov 22

BOS6:00 amBoston Logan Intl

16h 58m

2 stops

POS11:58 pmPort of Spain Piarco Intl

Dec 2

POS7:19 amPort of Spain Piarco Intl

11h 00m

1 stop

BOS5:19 pmBoston Logan Intl

$530

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

10:15 am-1:10 am

2 stops13h 55m

Port of Spain Piarco Intl

Sun 12/7

2:15 am-12:12 pm

1 stop10h 57m

$433

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 10/9

8:15 pm-2:34 pm

1 stop18h 19m

Port of Spain Piarco Intl

Tue 10/14

3:59 pm-9:45 am

1 stop17h 46m

$438

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 10/2

6:55 pm-1:20 am

1 stop30h 25m

Port of Spain Piarco Intl

Mon 10/6

2:25 am-10:39 pm

1 stop20h 14m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 10/8

5:23 am-2:34 pm

1 stop9h 11m

Port of Spain Piarco Intl

Tue 10/14

3:59 pm-7:58 am

1 stop15h 59m

$461

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 10/24

8:41 am-1:46 am

1 stop17h 05m

Port of Spain Piarco Intl

Sat 11/8

3:48 am-1:24 pm

1 stop10h 36m

$462

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 10/24

8:41 am-1:46 am

1 stop17h 05m

Port of Spain Piarco Intl

Mon 10/27

3:51 am-11:02 pm

1 stop19h 11m

$482

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 12/11

7:00 am-12:23 am

1 stop16h 23m

Port of Spain Piarco Intl

Tue 3/3

1:30 am-2:23 pm

2 stops13h 53m

$485

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 10/22

10:00 am-11:23 pm

1 stop13h 23m

Port of Spain Piarco Intl

Tue 10/28

12:30 am-5:43 pm

1 stop17h 13m

$490

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 11/26

5:36 am-11:38 pm

1 stop17h 02m

Port of Spain Piarco Intl

Tue 12/16

4:33 pm-12:55 am

1 stop9h 22m

$491

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 11/26

5:36 am-11:38 pm

1 stop17h 02m

Port of Spain Piarco Intl

Tue 12/16

4:33 pm-8:50 am

2 stops17h 17m

$496

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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

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

In general, January 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 $509. If you aren’t able to travel to Trinidad and Tobago during the month of January, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $531.

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 $647 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 8% 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

Direct flights	None

There are no direct flights from Massachusetts to Trinidad and Tobago. There are no popular flight routes from Massachusetts to Trinidad and Tobago.

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 September 2025, there are 6 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 $164	Free Cancellation	Rating 5.8 3,163 reviews	Search Frontier flights
Air Canada	PriceFrom $242	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights
Copa Airlines	PriceFrom $420	Free Cancellation	Rating 7.6 1,539 reviews	Search Copa Airlines flights
United Airlines	PriceFrom $433	Free Cancellation	Rating 7.4 8,928 reviews	Search United Airlines flights
American Airlines	PriceFrom $434	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
JetBlue	PriceFrom $511	Free Cancellation	Rating 7.2 2,911 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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Find better results for your trip to Trinidad and Tobago

Cheap flights from Massachusetts to Trinidad and Tobago from $188

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

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Find the cheapest flights from Massachusetts to Trinidad and Tobago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Air Canada flights from Massachusetts to Trinidad and Tobago

Our best Air Canada deals on Massachusetts to Trinidad and Tobago flight tickets

American Airlines flights from Massachusetts to Trinidad and Tobago

Our best American 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 8% 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, JetBlue, and Copa Airlines are the most popular carriers operating from Massachusetts to Trinidad and Tobago

What airlines fly 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

Direct flights

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