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

American Airlines, United Airlines, and JetBlue are the most popular carriers operating from Massachusetts to Trinidad and Tobago

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 November 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.

$183 Cheap Flights from Massachusetts to Trinidad and Tobago in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

2:44 pm - 1:48 amBOS-POS

10h 04m1 stop

2:38 pm - 1:24 pmPOS-BOS

23h 46m1 stop

$431Copa Airlines

Find Deal

Wed, Dec 10 - Fri, Dec 26

10:45 am - 1:10 amBOS-POS

13h 25m1 stop

2:15 am - 6:02 pmPOS-BOS

16h 47m1 stop

$433Air Canada

Find Deal

Tue, Dec 2 - Sun, Dec 7

2:44 pm - 1:48 amBOS-POS

10h 04m1 stop

3:47 am - 10:40 pmPOS-BOS

19h 53m1 stop

$435Copa Airlines

Find Deal

Wed, Dec 10 - Wed, Dec 24

7:50 pm - 4:04 pmBOS-POS

19h 14m1 stop

8:30 am - 6:45 pmPOS-BOS

11h 15m1 stop

$437JetBlue

Find Deal

Tue, Dec 9 - Fri, Jan 30

5:30 am - 12:23 amBOS-POS

17h 53m2 stops

1:30 am - 12:10 pmPOS-BOS

11h 40m1 stop

$442United Airlines

Find Deal

Wed, Dec 10 - Mon, Dec 22

6:40 pm - 12:20 amBOS-POS

29h 40m2 stops

1:20 am - 12:11 pmPOS-BOS

10h 51m1 stop

$443Air Canada

Find Deal

Mon, Apr 6 - Sun, Apr 26

12:55 pm - 10:48 pmBOS-POS

8h 53m1 stop

4:30 pm - 10:04 amPOS-BOS

18h 34m1 stop

$459American Airlines

Find Deal

Fri, Jan 16 - Tue, Jan 20

12:55 pm - 10:48 pmBOS-POS

8h 53m1 stop

4:30 pm - 10:01 amPOS-BOS

18h 31m1 stop

$464American Airlines

Find Deal

Sat, Jan 17 - Sun, Jan 25

6:00 am - 12:23 amBDL-POS

17h 23m2 stops

1:30 am - 2:16 pmPOS-BDL

13h 46m2 stops

$593United Airlines

Find Deal

Fri, Dec 5 - Sat, Dec 13

7:02 am - 4:04 pmBDL-POS

8h 02m1 stop

12:19 pm - 10:42 pmPOS-BDL

11h 23m1 stop

$663JetBlue

Find Deal

Fri, Dec 5 - Sat, Dec 13

Copa Airlines flights from Massachusetts to Trinidad and Tobago

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

Copa Airlines

Dec 10

BOS2:44 pmBoston Logan Intl

10h 04m

1 stop

POS1:48 amPort of Spain Piarco Intl

Dec 25

POS3:47 amPort of Spain Piarco Intl

10h 37m

1 stop

BOS1:24 pmBoston Logan Intl

$407

Find similar

Copa Airlines

Dec 10

BOS2:44 pmBoston Logan Intl

10h 04m

1 stop

POS1:48 amPort of Spain Piarco Intl

Dec 26

POS2:38 pmPort of Spain Piarco Intl

23h 46m

1 stop

BOS1:24 pmBoston Logan Intl

$431

Find similar

Copa Airlines

Dec 10

BOS2:44 pmBoston Logan Intl

10h 04m

1 stop

POS1:48 amPort of Spain Piarco Intl

Dec 24

POS3:47 amPort of Spain Piarco Intl

19h 53m

1 stop

BOS10:40 pmBoston Logan Intl

$435

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

Jan 26

BOS6:17 pmBoston Logan Intl

20h 08m

1 stop

POS3:25 pmPort of Spain Piarco Intl

Jan 29

POS6:30 amPort of Spain Piarco Intl

17h 35m

1 stop

BOS11:05 pmBoston Logan Intl

$429

Find similar

American Airlines

Jan 16

BOS12:55 pmBoston Logan Intl

8h 53m

1 stop

POS10:48 pmPort of Spain Piarco Intl

Jan 20

POS4:30 pmPort of Spain Piarco Intl

18h 34m

1 stop

BOS10:04 amBoston Logan Intl

$459

Find similar

American Airlines

Dec 2

BOS8:00 amBoston Logan Intl

14h 38m

2 stops

POS11:38 pmPort of Spain Piarco Intl

Dec 8

POS4:33 pmPort of Spain Piarco Intl

17h 17m

2 stops

BOS8:50 amBoston Logan Intl

$463

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

Wed 12/10

2:44 pm-1:48 am

1 stop10h 04m

Port of Spain Piarco Intl

Fri 12/26

2:38 pm-1:24 pm

1 stop23h 46m

$431

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 12/2

10:45 am-1:10 am

1 stop13h 25m

Port of Spain Piarco Intl

Sun 12/7

2:15 am-6:02 pm

1 stop16h 47m

$433

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 12/10

2:44 pm-1:48 am

1 stop10h 04m

Port of Spain Piarco Intl

Wed 12/24

3:47 am-10:40 pm

1 stop19h 53m

$435

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 12/9

7:50 pm-4:04 pm

1 stop19h 14m

Port of Spain Piarco Intl

Fri 1/30

8:30 am-6:45 pm

1 stop11h 15m

$437

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 12/10

5:30 am-12:23 am

2 stops17h 53m

Port of Spain Piarco Intl

Mon 12/22

1:30 am-12:10 pm

1 stop11h 40m

$442

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 4/6

6:40 pm-12:20 am

2 stops29h 40m

Port of Spain Piarco Intl

Sun 4/26

1:20 am-12:11 pm

1 stop10h 51m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 1/16

12:55 pm-10:48 pm

1 stop8h 53m

Port of Spain Piarco Intl

Tue 1/20

4:30 pm-10:04 am

1 stop18h 34m

$459

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 1/17

12:55 pm-10:48 pm

1 stop8h 53m

Port of Spain Piarco Intl

Sun 1/25

4:30 pm-10:01 am

1 stop18h 31m

$464

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Fri 12/5

6:00 am-12:23 am

2 stops17h 23m

Port of Spain Piarco Intl

Sat 12/13

1:30 am-2:16 pm

2 stops13h 46m

$593

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Fri 12/5

7:02 am-4:04 pm

1 stop8h 02m

Port of Spain Piarco Intl

Sat 12/13

12:19 pm-10:42 pm

1 stop11h 23m

$663

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 $508. 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 $528.

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 $627 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 $520 on momondo.

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

You could potentially save up to 1% 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 November 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
Air Canada	PriceFrom $242	Free Cancellation	Rating 7.1 10,462 reviews	Search Air Canada flights
Copa Airlines	PriceFrom $420	Free Cancellation	Rating 7.6 1,566 reviews	Search Copa Airlines flights
United Airlines	PriceFrom $433	Free Cancellation	Rating 7.4 9,020 reviews	Search United Airlines flights
American Airlines	PriceFrom $434	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights
JetBlue	PriceFrom $493	Free Cancellation	Rating 7.2 2,904 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.

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Thu 12/18

Thu 12/25

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Trinidad and Tobago

Cheap flights from Massachusetts to Trinidad and Tobago from $183

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

Copa Airlines flights from Massachusetts to Trinidad and Tobago

Our best Copa Airlines 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 1% 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?

American Airlines, United Airlines, and JetBlue 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