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

United Airlines is the most popular carrier operating from Trinidad and Tobago to Massachusetts

What airlines fly to Massachusetts?

American Airlines, United Airlines and JetBlue are the top three most popular airlines that fly to Massachusetts from Trinidad and Tobago according to our data. American Airlines is the first choice among our users, with 38% 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 August 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.

$263 Cheap Flights from Trinidad and Tobago to Massachusetts in 2025

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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

10:10 am - 11:13 amPOS-BOS

25h 03m1 stop

2:18 pm - 4:15 amBOS-POS

13h 57m1 stop

$467

Find Deal

Fri, Sep 19 - Sun, Sep 28

10:10 am - 11:13 amPOS-BOS

25h 03m1 stop

6:49 pm - 8:00 pmBOS-POS

25h 11m1 stop

$473

Find Deal

Fri, Sep 19 - Sun, Sep 28

12:30 am - 9:40 pmPOS-BDL

21h 10m2 stops

7:54 pm - 11:23 pmBDL-POS

27h 29m2 stops

$554United Airlines

Find Deal

Thu, Sep 18 - Mon, Sep 22

1:30 am - 12:21 pmPOS-BOS

11h 51m1 stop

7:45 am - 12:23 amBOS-POS

39h 38m2 stops

$563United Airlines

Find Deal

Wed, Dec 10 - Sat, Jan 3

3:59 pm - 12:14 amPOS-BOS

8h 15m1 stop

7:08 am - 2:34 pmBOS-POS

7h 26m1 stop

$572JetBlue

Find Deal

Fri, Sep 19 - Sun, Sep 28

3:59 pm - 12:14 amPOS-BOS

8h 15m1 stop

7:08 am - 2:34 pmBOS-POS

7h 26m1 stop

$574JetBlue

Find Deal

Sun, Sep 14 - Thu, Sep 25

3:25 pm - 11:34 amPOS-BOS

20h 09m2 stops

5:47 am - 2:16 pmBOS-POS

8h 29m1 stop

$584American Airlines

Find Deal

Sun, Sep 14 - Thu, Sep 25

3:35 pm - 12:48 amPOS-BOS

9h 13m1 stop

5:47 am - 2:16 pmBOS-POS

8h 29m1 stop

$666American Airlines

Find Deal

Thu, Aug 28 - Tue, Sep 9

2:33 pm - 9:47 amPOS-BDL

44h 14m2 stops

6:00 am - 1:44 amBDL-POS

18h 44m2 stops

$967Copa Airlines

Find Deal

Fri, Feb 6 - Mon, Feb 9

2:33 pm - 9:47 amPOS-BDL

44h 14m2 stops

6:00 am - 1:44 amBDL-POS

18h 44m2 stops

$1,005Copa Airlines

Find Deal

Fri, Feb 6 - Mon, Feb 9

American Airlines flights from Trinidad and Tobago to Massachusetts

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

American Airlines

Sep 14

POS3:25 pmPort of Spain Piarco Intl

20h 09m

2 stops

BOS11:34 amBoston Logan Intl

Sep 25

BOS5:47 amBoston Logan Intl

8h 29m

1 stop

POS2:16 pmPort of Spain Piarco Intl

$584

Find similar

American Airlines

Aug 28

POS3:35 pmPort of Spain Piarco Intl

9h 13m

1 stop

BOS12:48 amBoston Logan Intl

Sep 9

BOS5:47 amBoston Logan Intl

8h 29m

1 stop

POS2:16 pmPort of Spain Piarco Intl

$666

Find similar

American Airlines

Aug 28

POS7:00 amPort of Spain Piarco Intl

16h 45m

1 stop

BOS11:45 pmBoston Logan Intl

Sep 9

BOS5:10 pmBoston Logan Intl

21h 06m

2 stops

POS2:16 pmPort of Spain Piarco Intl

$671

Find similar

JetBlue flights from Trinidad and Tobago to Massachusetts

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

JetBlue

Sep 19

POS3:59 pmPort of Spain Piarco Intl

8h 15m

1 stop

BOS12:14 amBoston Logan Intl

Sep 28

BOS7:08 amBoston Logan Intl

7h 26m

1 stop

POS2:34 pmPort of Spain Piarco Intl

$572

Find similar

JetBlue

Sep 14

POS3:59 pmPort of Spain Piarco Intl

8h 15m

1 stop

BOS12:14 amBoston Logan Intl

Sep 25

BOS7:08 amBoston Logan Intl

7h 26m

1 stop

POS2:34 pmPort of Spain Piarco Intl

$574

Find similar

JetBlue

Aug 29

POS8:50 amPort of Spain Piarco Intl

12h 09m

1 stop

BOS8:59 pmBoston Logan Intl

Sep 10

BOS5:23 amBoston Logan Intl

9h 11m

1 stop

POS2:34 pmPort of Spain Piarco Intl

$595

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 9/19

10:10 am-11:13 am

1 stop25h 03m

Boston Logan Intl

Sun 9/28

2:18 pm-4:15 am

1 stop13h 57m

$467

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 9/19

10:10 am-11:13 am

1 stop25h 03m

Boston Logan Intl

Sun 9/28

6:49 pm-8:00 pm

1 stop25h 11m

$473

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Thu 9/18

12:30 am-9:40 pm

2 stops21h 10m

Hartford Bradley Intl

Mon 9/22

7:54 pm-11:23 pm

2 stops27h 29m

$554

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 12/10

1:30 am-12:21 pm

1 stop11h 51m

Boston Logan Intl

Sat 1/3

7:45 am-12:23 am

2 stops39h 38m

$563

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 9/19

3:59 pm-12:14 am

1 stop8h 15m

Boston Logan Intl

Sun 9/28

7:08 am-2:34 pm

1 stop7h 26m

$572

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 9/14

3:59 pm-12:14 am

1 stop8h 15m

Boston Logan Intl

Thu 9/25

7:08 am-2:34 pm

1 stop7h 26m

$574

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 9/14

3:25 pm-11:34 am

2 stops20h 09m

Boston Logan Intl

Thu 9/25

5:47 am-2:16 pm

1 stop8h 29m

$584

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 8/28

3:35 pm-12:48 am

1 stop9h 13m

Boston Logan Intl

Tue 9/9

5:47 am-2:16 pm

1 stop8h 29m

$666

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Fri 2/6

2:33 pm-9:47 am

2 stops44h 14m

Hartford Bradley Intl

Mon 2/9

6:00 am-1:44 am

2 stops18h 44m

$967

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Fri 2/6

2:33 pm-9:47 am

2 stops44h 14m

Hartford Bradley Intl

Mon 2/9

6:00 am-1:44 am

2 stops18h 44m

$1,005

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 October is also cheap. Prices for this month can be found on momondo for an average of $430.

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.

How far in advance should I book a flight to Massachusetts?

You are more likely to see cheaper flights to Massachusetts from Trinidad and Tobago when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $589 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Trinidad and Tobago for as low as $262 on momondo.

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

Best Price Found	$263
Fastest flight time	8h 15m
Direct flights	None
Airports in Massachusetts	2 airports

The best one-way flight to Massachusetts from Trinidad and Tobago in the past 72 hours is $263. The best round-trip flight deal from Trinidad and Tobago to Massachusetts found on momondo in the last 72 hours is $467.

The fastest flight from Trinidad and Tobago to Massachusetts takes 8h 15m

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

There are 2 airports near Massachusetts: Boston Logan Intl (BOS), Hartford Bradley Intl (BDL)

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 August 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
Air Canada	PriceFrom $184	Free Cancellation	Rating 7.1 9,943 reviews	Search Air Canada flights
Copa Airlines	PriceFrom $270	Free Cancellation	Rating 7.5 1,507 reviews	Search Copa Airlines flights
American Airlines	PriceFrom $408	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $451	Free Cancellation	Rating 7.4 8,920 reviews	Search United Airlines flights
JetBlue	PriceFrom $546	Free Cancellation	Rating 7.2 2,915 reviews	Search JetBlue 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.

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Find better results for your trip to Massachusetts

Popular cities in Massachusetts

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Cheap flights from Trinidad and Tobago to Massachusetts from $263

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

American Airlines flights from Trinidad and Tobago to Massachusetts

Our best American 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

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 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?

How far in advance should I book a flight to Massachusetts?

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

United Airlines is the most popular carrier 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

Best Price Found

Fastest flight time

Direct flights

Airports in Massachusetts

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