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

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

What airlines fly to Massachusetts?

United Airlines, JetBlue and American Airlines are the top three most popular airlines that fly to Massachusetts from Trinidad and Tobago according to our data. United Airlines is the first choice among our users, with 32% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 5 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Trinidad and Tobago to Massachusetts are updated daily.

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

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

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Trinidad and Tobago to Massachusetts.

What documentation or ID do you need to fly to Massachusetts?

The required travel and health documents for your Massachusetts trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Massachusetts. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$163 Cheap Flights from Trinidad and Tobago to Massachusetts 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 Trinidad and Tobago to Massachusetts

Round-trip

One-way

Last minute

Recent round-trip flight deals from Trinidad and Tobago to Massachusetts

Enter your travel dates to find the best prices.

12:22 pm - 11:57 pm

POS

BOS

12h 35m1 stop

8:15 pm - 7:17 am

BOS

POS

10h 02m1 stop

$248JetBlue

Fri, Feb 13 - Sat, Feb 21

1:30 am - 9:31 pm

POS

BOS

21h 01m1 stop

7:48 am - 12:23 am

BOS

POS

15h 35m2 stops

$253United Airlines

Thu, Feb 12 - Sat, Feb 21

3:10 pm - 10:58 am

POS

BOS

19h 48m2 stops

7:30 pm - 2:00 pm

BOS

POS

18h 30m2 stops

$291American Airlines

Sat, May 9 - Wed, May 13

3:10 pm - 11:27 am

POS

BOS

20h 17m2 stops

6:15 pm - 2:00 pm

BOS

POS

19h 45m1 stop

$298American Airlines

Sat, May 9 - Wed, May 13

1:30 am - 12:45 am

POS

BOS

24h 15m2 stops

7:05 am - 12:23 am

BOS

POS

16h 18m1 stop

$308United Airlines

Sat, Dec 20 - Sun, Jan 11

1:30 am - 11:38 pm

POS

BOS

23h 08m1 stop

7:05 am - 12:23 am

BOS

POS

16h 18m1 stop

$318United Airlines

Sat, Dec 20 - Sun, Jan 11

12:30 am - 9:54 pm

POS

BOS

21h 24m1 stop

9:32 am - 11:23 pm

BOS

POS

13h 51m1 stop

$354United Airlines

Thu, Mar 26 - Wed, Apr 8

12:30 am - 9:54 pm

POS

BOS

21h 24m1 stop

6:00 am - 11:23 pm

BOS

POS

17h 23m2 stops

$358United Airlines

Thu, Mar 26 - Wed, Apr 8

3:49 am - 11:08 pm

POS

BOS

19h 19m1 stop

4:00 pm - 1:46 am

BOS

POS

9h 46m1 stop

$402Copa Airlines

Fri, May 8 - Wed, May 13

3:56 pm - 11:59 pm

POS

BDL

9h 03m1 stop

6:00 am - 2:31 pm

BDL

POS

7h 31m1 stop

$713JetBlue

Mon, Dec 22 - Mon, Dec 29

United Airlines flights from Trinidad and Tobago to Massachusetts

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

United Airlines

Feb 12

POS1:30 amPort of Spain Piarco Intl

21h 01m

1 stop

BOS9:31 pmBoston Logan Intl

Feb 21

BOS7:48 amBoston Logan Intl

15h 35m

2 stops

POS12:23 amPort of Spain Piarco Intl

$253

Find similar

United Airlines

Dec 20

POS1:30 amPort of Spain Piarco Intl

24h 15m

2 stops

BOS12:45 amBoston Logan Intl

Jan 11

BOS7:05 amBoston Logan Intl

16h 18m

1 stop

POS12:23 amPort of Spain Piarco Intl

$308

Find similar

United Airlines

Dec 20

POS1:30 amPort of Spain Piarco Intl

23h 08m

1 stop

BOS11:38 pmBoston Logan Intl

Jan 11

BOS7:05 amBoston Logan Intl

16h 18m

1 stop

POS12:23 amPort of Spain Piarco Intl

$318

Find similar

JetBlue flights from Trinidad and Tobago to Massachusetts

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

JetBlue

Feb 13

POS12:22 pmPort of Spain Piarco Intl

12h 35m

1 stop

BOS11:57 pmBoston Logan Intl

Feb 21

BOS8:15 pmBoston Logan Intl

10h 02m

1 stop

POS7:17 amPort of Spain Piarco Intl

$248

Find similar

JetBlue

Jan 29

POS8:20 amPort of Spain Piarco Intl

9h 53m

1 stop

BOS5:13 pmBoston Logan Intl

Feb 1

BOS5:10 amBoston Logan Intl

13h 01m

1 stop

POS7:11 pmPort of Spain Piarco Intl

$593

Find similar

JetBlue

Dec 13

POS12:19 pmPort of Spain Piarco Intl

8h 48m

1 stop

BOS8:07 pmBoston Logan Intl

Dec 22

BOS5:05 pmBoston Logan Intl

12h 13m

1 stop

POS6:18 amPort of Spain Piarco Intl

$673

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/13

12:22 pm-11:57 pm

1 stop12h 35m

Boston Logan Intl

Sat 2/21

8:15 pm-7:17 am

1 stop10h 02m

$248

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 2/12

1:30 am-9:31 pm

1 stop21h 01m

Boston Logan Intl

Sat 2/21

7:48 am-12:23 am

2 stops15h 35m

$253

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 5/9

3:10 pm-10:58 am

2 stops19h 48m

Boston Logan Intl

Wed 5/13

7:30 pm-2:00 pm

2 stops18h 30m

$291

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 5/9

3:10 pm-11:27 am

2 stops20h 17m

Boston Logan Intl

Wed 5/13

6:15 pm-2:00 pm

1 stop19h 45m

$298

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 12/20

1:30 am-12:45 am

2 stops24h 15m

Boston Logan Intl

Sun 1/11

7:05 am-12:23 am

1 stop16h 18m

$308

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 12/20

1:30 am-11:38 pm

1 stop23h 08m

Boston Logan Intl

Sun 1/11

7:05 am-12:23 am

1 stop16h 18m

$318

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 3/26

12:30 am-9:54 pm

1 stop21h 24m

Boston Logan Intl

Wed 4/8

9:32 am-11:23 pm

1 stop13h 51m

$354

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 3/26

12:30 am-9:54 pm

1 stop21h 24m

Boston Logan Intl

Wed 4/8

6:00 am-11:23 pm

2 stops17h 23m

$358

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/8

3:49 am-11:08 pm

1 stop19h 19m

Boston Logan Intl

Wed 5/13

4:00 pm-1:46 am

1 stop9h 46m

$402

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Mon 12/22

3:56 pm-11:59 pm

1 stop9h 03m

Hartford Bradley Intl

Mon 12/29

6:00 am-2:31 pm

1 stop7h 31m

$713

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 Trinidad and Tobago to Massachusetts

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 Massachusetts?

In general, May is the cheapest month to fly from Trinidad and Tobago to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $414. If you aren’t able to travel to Massachusetts during the month of May, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $463.

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Thursday is the cheapest day to fly to Massachusetts from Trinidad and Tobago. The lowest ticket price found for a Thursday departure recently was $531. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Trinidad and Tobago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $657.

What is the cheapest time of day to depart on your flight to Massachusetts?

Our data shows that the cheapest Trinidad and Tobago to Massachusetts flights are usually those with departure times in the evening. Our users have found flights to Massachusetts in the evening for as low as $580. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $680 on average. Flights to Massachusetts from Trinidad and Tobago in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

Cheap Trinidad and Tobago to Massachusetts flight deals and tips

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

Fastest flight time	8h 24m
Direct flights	None

The fastest flight from Trinidad and Tobago to Massachusetts takes 8h 24m

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

Search flight deals

When did momondo last update prices for flights from Trinidad and Tobago to Massachusetts?
Prices for flights from Trinidad and Tobago to Massachusetts are updated daily.
How many operators does momondo search for flights from Trinidad and Tobago to Massachusetts?
As of December 2025, there are 5 operators available to choose from for flights from Trinidad and Tobago to Massachusetts.
How old do you have to be to fly from Trinidad and Tobago to Massachusetts?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Trinidad and Tobago to Massachusetts.
What documentation or ID do you need to fly to Massachusetts?
The required travel and health documents for your Massachusetts trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Massachusetts. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Trinidad and Tobago to Massachusetts

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

Airline	Rating	Free Cancellation	Price
Copa Airlines	PriceFrom $168	Free Cancellation	Rating 7.6 1,558 reviews	Search Copa Airlines flights
Air Canada	PriceFrom $184	Free Cancellation	Rating 7.1 10,516 reviews	Search Air Canada flights
United Airlines	PriceFrom $247	Free Cancellation	Rating 7.4 9,095 reviews	Search United Airlines flights
JetBlue	PriceFrom $268	Free Cancellation	Rating 7.2 2,899 reviews	Search JetBlue flights
American Airlines	PriceFrom $459	Free Cancellation	Rating 7.2 11,050 reviews	Search American Airlines flights

Why use momondo?

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

Finding the right flight to Massachusetts from Trinidad and Tobago 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 Massachusetts quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Massachusetts from Trinidad and Tobago which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Trinidad and Tobago to Massachusetts flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Massachusetts from Trinidad and Tobago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Massachusetts 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

Sat 1/10

Sat 1/17

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 Massachusetts

Popular cities in Massachusetts

Flights to New Yorkfrom $34

Flights to Los Angelesfrom $49

Flights to Miamifrom $49

Flights to Chicagofrom $49

Flights to Orlandofrom $41

Flights to San Franciscofrom $53

Flights to Las Vegasfrom $40

Flights to Washington, D.C.from $49

Flights to Bostonfrom $55

Flights to Atlantafrom $49

Flights to Dallasfrom $52

Flights to Seattlefrom $58

Trinidad and Tobago flight routes

Flights from Port of Spain Piarco Intl to Newark

Flights from Port of Spain Piarco Intl to Fort Lauderdale

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

Flights from Port of Spain Piarco Intl to Miami

Flights from Port of Spain Piarco Intl to Houston George Bush Intcntl

Flights from Port of Spain Piarco Intl to Orlando

Cheap flights from Trinidad and Tobago to Massachusetts from $163

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 Trinidad and Tobago to Massachusetts

Recent round-trip flight deals from Trinidad and Tobago to Massachusetts

Recent one-way flight deals from Trinidad and Tobago to Massachusetts

Recent last minute flight deals from Trinidad and Tobago to Massachusetts

United Airlines flights from Trinidad and Tobago to Massachusetts

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

JetBlue flights from Trinidad and Tobago to Massachusetts

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

momondo Fare Finder

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

See travel insights to Massachusetts from

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

What is the cheapest month to fly to Massachusetts?

What is the cheapest day to depart on your flight to Massachusetts?

What is the cheapest time of day to depart on your flight to Massachusetts?

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

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

What airlines fly to Massachusetts?

Cheap Trinidad and Tobago to Massachusetts flight deals and tips

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

Fastest flight time

Direct flights

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

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

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

What documentation or ID do you need to fly to Massachusetts?

Best airlines flying from Trinidad and Tobago to Massachusetts

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

Why use momondo?

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

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

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

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

An easier way to manage your Massachusetts 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 Massachusetts

Popular cities in Massachusetts

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