What airlines fly to Trinidad and Tobago?

JetBlue, American Airlines and Copa Airlines are the top three most popular airlines that fly to Trinidad and Tobago from Massachusetts according to our data. JetBlue 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 5 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?

JetBlue, United Airlines, and American Airlines are the most popular carriers 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 8h 08m 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.

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

As of September 2026, 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.

$164 Cheap Flights from Massachusetts to Trinidad and Tobago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Massachusetts to Trinidad and Tobago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:25 am - 2:15 pmBDL Hartford Bradley Intl-POS Port of Spain Piarco Intl

7h 50m1 stop New York John F Kennedy Intl

3:50 pm - 11:46 pmPOS Port of Spain Piarco Intl-BDL Hartford Bradley Intl

7h 56m1 stop New York John F Kennedy Intl

$353JetBlue

Wed, Sep 23 - Wed, Sep 30

6:25 am - 2:02 pmBDL Hartford Bradley Intl-POS Port of Spain Piarco Intl

7h 37m1 stop New York John F Kennedy Intl

3:50 pm - 11:46 pmPOS Port of Spain Piarco Intl-BDL Hartford Bradley Intl

7h 56m1 stop New York John F Kennedy Intl

$362JetBlue

Mon, Oct 12 - Fri, Oct 16

6:24 pm - 2:06 pmBDL Hartford Bradley Intl-POS Port of Spain Piarco Intl

19h 42m2 stops Chicago O'Hare Intl Miami

3:06 pm - 12:09 pmPOS Port of Spain Piarco Intl-BDL Hartford Bradley Intl

21h 03m2 stops Miami Chicago O'Hare Intl

$385American Airlines

Wed, Sep 23 - Wed, Sep 30

6:24 pm - 2:06 pmBDL Hartford Bradley Intl-POS Port of Spain Piarco Intl

19h 42m2 stops Chicago O'Hare Intl Miami

3:06 pm - 12:09 pmPOS Port of Spain Piarco Intl-BDL Hartford Bradley Intl

21h 03m2 stops Miami Chicago O'Hare Intl

$395American Airlines

Wed, Sep 23 - Wed, Sep 30

3:55 pm - 1:17 pmBOS Boston Logan Intl-POS Port of Spain Piarco Intl

21h 22m1 stop Panama City Tocumen Intl

3:50 am - 2:29 pmPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

10h 39m1 stop Panama City Tocumen Intl

$404Copa Airlines

Sun, Oct 11 - Sat, Oct 17

3:55 pm - 1:17 pmBOS Boston Logan Intl-POS Port of Spain Piarco Intl

21h 22m1 stop Panama City Tocumen Intl

3:44 am - 11:02 pmPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

19h 18m1 stop Panama City Tocumen Intl

$405Copa Airlines

Tue, Oct 20 - Wed, Oct 28

9:43 am - 11:18 pmBOS Boston Logan Intl-POS Port of Spain Piarco Intl

13h 35m1 stop Houston George Bush Intcntl

1:25 am - 4:49 pmPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

16h 24m1 stop Houston George Bush Intcntl

$456United Airlines

Thu, Oct 29 - Tue, Nov 3

10:07 am - 11:23 pmBOS Boston Logan Intl-POS Port of Spain Piarco Intl

13h 16m1 stop Houston George Bush Intcntl

12:25 am - 4:49 pmPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

16h 24m1 stop Houston George Bush Intcntl

$456United Airlines

Sat, Oct 24 - Fri, Oct 30

5:20 am - 2:15 pmBOS Boston Logan Intl-POS Port of Spain Piarco Intl

8h 55m1 stop New York John F Kennedy Intl

1:20 am - 11:50 amPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

10h 30m1 stop Toronto Pearson Intl

$547Multiple Airlines

Sun, Oct 4 - Fri, Oct 9

12:45 pm - 12:15 amBOS Boston Logan Intl-POS Port of Spain Piarco Intl

11h 30m1 stop Toronto Pearson Intl

3:50 pm - 11:59 pmPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

8h 09m1 stop New York John F Kennedy Intl

$548Multiple Airlines

Fri, Oct 16 - Fri, Oct 23

Cheap last minute flights

Enter your travel dates to find the best prices.

9:29 am - 12:50 amBOS Boston Logan Intl-POS Port of Spain Piarco Intl

15h 21m1 stop Newark

2:00 am - 11:17 amPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

9h 17m1 stop Newark

$640United Airlines

Sun, Sep 6 - Mon, Sep 7

9:00 am - 12:50 amBOS Boston Logan Intl-POS Port of Spain Piarco Intl

15h 50m2 stops Chicago O'Hare Intl Newark

2:00 am - 11:17 amPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

9h 17m1 stop Newark

$640United Airlines

Sun, Sep 6 - Mon, Sep 7

7:25 am - 11:23 pmBOS Boston Logan Intl-POS Port of Spain Piarco Intl

15h 58m1 stop Houston George Bush Intcntl

12:30 am - 12:24 pmPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

11h 54m1 stop Houston George Bush Intcntl

$720United Airlines

Mon, Sep 7 - Tue, Sep 8

6:00 pm - 2:14 pmBOS Boston Logan Intl-POS Port of Spain Piarco Intl

20h 14m1 stop Miami

3:06 pm - 7:18 amPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

16h 12m2 stops Miami New York LaGuardia

$755American Airlines

Mon, Sep 7 - Wed, Sep 9

5:45 am - 11:23 pmBOS Boston Logan Intl-POS Port of Spain Piarco Intl

17h 38m2 stops Washington, D.C. Dulles Intl Houston George Bush Intcntl

2:00 am - 4:27 pmPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

14h 27m2 stops Newark Chicago O'Hare Intl

$764United Airlines

Sun, Sep 6 - Mon, Sep 7

7:00 am - 11:18 pmBOS Boston Logan Intl-POS Port of Spain Piarco Intl

16h 18m2 stops New York LaGuardia Miami

3:06 pm - 7:44 amPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

16h 38m2 stops Miami Washington, D.C. Reagan-National

$789American Airlines

Mon, Sep 7 - Wed, Sep 9

5:00 am - 11:18 pmBOS Boston Logan Intl-POS Port of Spain Piarco Intl

18h 18m1 stop Miami

3:06 pm - 12:59 amPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

9h 53m1 stop Miami

$864American Airlines

Sun, Sep 6 - Sun, Sep 13

5:45 am - 12:15 amBOS Boston Logan Intl-POS Port of Spain Piarco Intl

18h 30m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:15 pm - 2:41 pmPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

25h 26m3 stops Bridgetown Grantley Adams Intl Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$1,064Multiple Airlines

Mon, Sep 7 - Wed, Sep 9

6:50 pm - 12:15 amBOS Boston Logan Intl-POS Port of Spain Piarco Intl

29h 25m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

7:05 am - 9:50 amPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

26h 45m3 stops Bridgetown Grantley Adams Intl Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$1,114Multiple Airlines

Sun, Sep 6 - Sun, Sep 13

6:00 am - 2:05 amBOS Boston Logan Intl-POS Port of Spain Piarco Intl

20h 05m2 stops Toronto Pearson Intl Georgetown Cheddi Jagan Intl

7:00 am - 2:41 pmPOS Port of Spain Piarco Intl-BOS Boston Logan Intl

31h 41m3 stops Georgetown Cheddi Jagan Intl Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$4,507Multiple Airlines

Sun, Sep 6 - Tue, Sep 8

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JetBlue flights from Massachusetts to Trinidad and Tobago

Our best JetBlue deals on Massachusetts to Trinidad and Tobago flight tickets

JetBlue

Sep 23

BDL6:25 amHartford Bradley Intl

7h 50m

1 stop

POS2:15 pmPort of Spain Piarco Intl

Sep 30

POS3:50 pmPort of Spain Piarco Intl

7h 56m

1 stop

BDL11:46 pmHartford Bradley Intl

$353

JetBlue

Oct 12

BDL6:25 amHartford Bradley Intl

7h 37m

1 stop

POS2:02 pmPort of Spain Piarco Intl

Oct 16

POS3:50 pmPort of Spain Piarco Intl

7h 56m

1 stop

BDL11:46 pmHartford Bradley Intl

$362

JetBlue

Oct 16

BDL6:25 amHartford Bradley Intl

7h 37m

1 stop

POS2:02 pmPort of Spain Piarco Intl

Oct 23

POS3:50 pmPort of Spain Piarco Intl

7h 56m

1 stop

BDL11:46 pmHartford Bradley Intl

$369

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 23

BDL6:24 pmHartford Bradley Intl

19h 42m

2 stops

POS2:06 pmPort of Spain Piarco Intl

Sep 30

POS3:06 pmPort of Spain Piarco Intl

21h 03m

2 stops

BDL12:09 pmHartford Bradley Intl

$385

American Airlines

Sep 23

BDL6:24 pmHartford Bradley Intl

19h 42m

2 stops

POS2:06 pmPort of Spain Piarco Intl

Sep 30

POS3:06 pmPort of Spain Piarco Intl

21h 03m

2 stops

BDL12:09 pmHartford Bradley Intl

$395

American Airlines

Sep 23

BDL6:24 pmHartford Bradley Intl

19h 42m

2 stops

POS2:06 pmPort of Spain Piarco Intl

Sep 30

POS3:06 pmPort of Spain Piarco Intl

21h 03m

2 stops

BDL12:09 pmHartford Bradley Intl

$405

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

Cheapest round-trip

HartfordPort of Spain

BDL Hartford Bradley Intl - POS Port of Spain Piarco Intl

BDLPOS

Hartford Bradley Intl

Wed 9/23

6:25 am-2:15 pm

1 stop7h 50m

Port of Spain Piarco Intl

Wed 9/30

3:50 pm-11:46 pm

1 stop7h 56m

$353

Quickest round-trip

HartfordPort of Spain

BDL Hartford Bradley Intl - POS Port of Spain Piarco Intl

BDLPOS

Hartford Bradley Intl

Mon 10/12

6:25 am-2:02 pm

1 stop7h 37m

Port of Spain Piarco Intl

Fri 10/16

3:50 pm-11:46 pm

1 stop7h 56m

$362

HartfordPort of Spain

BDL Hartford Bradley Intl - POS Port of Spain Piarco Intl

BDLPOS

Hartford Bradley Intl

Wed 9/23

6:24 pm-2:06 pm

2 stops19h 42m

Port of Spain Piarco Intl

Wed 9/30

3:06 pm-12:09 pm

2 stops21h 03m

$385

HartfordPort of Spain

BDL Hartford Bradley Intl - POS Port of Spain Piarco Intl

BDLPOS

Hartford Bradley Intl

Wed 9/23

6:24 pm-2:06 pm

2 stops19h 42m

Port of Spain Piarco Intl

Wed 9/30

3:06 pm-12:09 pm

2 stops21h 03m

$395

BostonPort of Spain

BOS Boston Logan Intl - POS Port of Spain Piarco Intl

BOSPOS

Boston Logan Intl

Sun 10/11

3:55 pm-1:17 pm

1 stop21h 22m

Port of Spain Piarco Intl

Sat 10/17

3:50 am-2:29 pm

1 stop10h 39m

$404

BostonPort of Spain

BOS Boston Logan Intl - POS Port of Spain Piarco Intl

BOSPOS

Boston Logan Intl

Tue 10/20

3:55 pm-1:17 pm

1 stop21h 22m

Port of Spain Piarco Intl

Wed 10/28

3:44 am-11:02 pm

1 stop19h 18m

$405

BostonPort of Spain

BOS Boston Logan Intl - POS Port of Spain Piarco Intl

BOSPOS

Boston Logan Intl

Thu 10/29

9:43 am-11:18 pm

1 stop13h 35m

Port of Spain Piarco Intl

Tue 11/3

1:25 am-4:49 pm

1 stop16h 24m

$456

BostonPort of Spain

BOS Boston Logan Intl - POS Port of Spain Piarco Intl

BOSPOS

Boston Logan Intl

Sat 10/24

10:07 am-11:23 pm

1 stop13h 16m

Port of Spain Piarco Intl

Fri 10/30

12:25 am-4:49 pm

1 stop16h 24m

$456

BostonPort of Spain

BOS Boston Logan Intl - POS Port of Spain Piarco Intl

BOSPOS

Boston Logan Intl

Sun 10/4

5:20 am-2:15 pm

1 stop8h 55m

Port of Spain Piarco Intl

Fri 10/9

1:20 am-11:50 am

1 stop10h 30m

$547

BostonPort of Spain

BOS Boston Logan Intl - POS Port of Spain Piarco Intl

BOSPOS

Boston Logan Intl

Fri 10/16

12:45 pm-12:15 am

1 stop11h 30m

Port of Spain Piarco Intl

Fri 10/23

3:50 pm-11:59 pm

1 stop8h 09m

$548

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

Other information

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

In general, March 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 $453. If you aren’t able to travel to Trinidad and Tobago during the month of March, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $462.

How far in advance should I book a flight from Massachusetts 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 $552 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 $442 on momondo.

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

You could potentially save up to 19% 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	$164
Fastest flight time	7h 37m
Direct flights	None

The best one-way flight to Trinidad and Tobago from Massachusetts in the past 72 hours is $164. The best round-trip flight deal from Massachusetts to Trinidad and Tobago found on momondo in the last 72 hours is $353.

The fastest flight from Massachusetts to Trinidad and Tobago takes 7h 37m

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

Frequently asked questions about flying from Massachusetts to Trinidad and Tobago

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 2026, 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
Copa Airlines	PriceFrom $164	Free Cancellation	Rating 7.6 1,552 reviews	Search Copa Airlines flights
United Airlines	PriceFrom $257	Free Cancellation	Rating 7.4 10,172 reviews	Search United Airlines flights
JetBlue	PriceFrom $276	Free Cancellation	Rating 7.1 3,046 reviews	Search JetBlue flights
Air Canada	PriceFrom $329	Free Cancellation	Rating 7.1 11,591 reviews	Search Air Canada flights
American Airlines	PriceFrom $370	Free Cancellation	Rating 7.1 12,041 reviews	Search American Airlines 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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Flights to Port of Spainfrom $280

Flights to Scarborough, Eastern Tobagofrom $485

Cheap flights from Massachusetts to Trinidad and Tobago from $164

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JetBlue flights from Massachusetts to Trinidad and Tobago

Our best JetBlue 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

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

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

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

What is the cheapest airline that flies 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

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Massachusetts 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?

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

Massachusetts flight routes

According to popular flight searches on momondo this year

Trinidad and Tobago flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Trinidad and Tobago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Trinidad and Tobago

List of cabin classes available on flights landing in Trinidad and Tobago. Availability may vary depending on flight origin and airline.

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According to popular flight searches on momondo this year