Cheap flights from Trinidad and Tobago to Massachusetts from $177

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Trinidad and Tobago to Massachusetts departing on 6/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

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

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Trinidad and Tobago to Massachusetts

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

Enter your travel dates to find the best prices.
United Airlines Logo
12:30 am - 11:34 pm
POS
-
BOS
23h 04m
1 stop
United Airlines Logo
9:50 am - 11:23 pm
BOS
-
POS
13h 33m
1 stop
$300United Airlines
Mon, Aug 31 - Thu, Oct 29
United Airlines Logo
12:30 am - 12:16 pm
POS
-
BOS
11h 46m
1 stop
United Airlines Logo
7:25 am - 11:23 pm
BOS
-
POS
15h 58m
1 stop
$305United Airlines
Fri, May 1 - Sun, May 10
United Airlines Logo
12:30 am - 12:16 pm
POS
-
BOS
11h 46m
1 stop
United Airlines Logo
7:00 am - 11:23 pm
BOS
-
POS
16h 23m
2 stops
$310United Airlines
Fri, May 1 - Tue, May 12
United Airlines Logo
12:30 am - 6:19 pm
POS
-
BOS
17h 49m
2 stops
United Airlines Logo
6:00 am - 11:23 pm
BOS
-
POS
17h 23m
2 stops
$315United Airlines
Tue, Mar 31 - Wed, Apr 8
Air Canada Logo
1:25 am - 10:38 pm
POS
-
BOS
21h 13m
1 stop
Air Canada Logo
10:50 am - 12:15 am
BOS
-
POS
13h 25m
1 stop
$319Air Canada
Wed, Jun 17 - Sun, Jun 28
JetBlue Logo
5:38 pm - 7:41 am
POS
-
BOS
14h 03m
1 stop
JetBlue Logo
5:20 am - 1:35 pm
BOS
-
POS
8h 15m
1 stop
$320JetBlue
Sat, May 2 - Tue, May 12
United Airlines Logo
12:30 am - 9:59 pm
POS
-
BOS
21h 29m
2 stops
United Airlines Logo
9:41 am - 11:23 pm
BOS
-
POS
13h 42m
1 stop
$322United Airlines
Fri, Apr 17 - Sat, Apr 25
United Airlines Logo
12:30 am - 12:59 am
POS
-
BOS
24h 29m
2 stops
United Airlines Logo
6:00 am - 11:23 pm
BOS
-
POS
17h 23m
2 stops
$324United Airlines
Wed, Apr 15 - Thu, Apr 23
Air Canada Logo
1:25 am - 2:47 pm
POS
-
BOS
13h 22m
2 stops
Air Canada Logo
5:50 am - 12:15 am
BOS
-
POS
18h 25m
2 stops
$325Air Canada
Fri, May 1 - Sun, May 10
JetBlue Logo
3:02 pm - 11:50 pm
POS
-
BOS
8h 48m
1 stop
JetBlue Logo
7:38 pm - 1:07 pm
BOS
-
POS
17h 29m
1 stop
$326JetBlue
Sun, Mar 29 - Sun, Apr 5

United Airlines flights from Trinidad and Tobago to Massachusetts

Our best United Airlines deals on Trinidad and Tobago to Massachusetts flight tickets
United Airlines
Aug 31
POS12:30 amPort of Spain Piarco Intl
23h 04m
1 stop
BOS11:34 pmBoston Logan Intl
Oct 29
BOS9:50 amBoston Logan Intl
13h 33m
1 stop
POS11:23 pmPort of Spain Piarco Intl
$300
United Airlines
May 1
POS12:30 amPort of Spain Piarco Intl
11h 46m
1 stop
BOS12:16 pmBoston Logan Intl
May 12
BOS9:45 amBoston Logan Intl
13h 38m
1 stop
POS11:23 pmPort of Spain Piarco Intl
$305
United Airlines
May 1
POS12:30 amPort of Spain Piarco Intl
11h 46m
1 stop
BOS12:16 pmBoston Logan Intl
May 12
BOS7:00 amBoston Logan Intl
16h 23m
2 stops
POS11:23 pmPort of Spain Piarco Intl
$310

Air Canada flights from Trinidad and Tobago to Massachusetts

Our best Air Canada deals on Trinidad and Tobago to Massachusetts flight tickets
Air Canada
Jun 17
POS1:25 amPort of Spain Piarco Intl
21h 13m
1 stop
BOS10:38 pmBoston Logan Intl
Jun 28
BOS10:50 amBoston Logan Intl
13h 25m
1 stop
POS12:15 amPort of Spain Piarco Intl
$319
Air Canada
May 1
POS1:25 amPort of Spain Piarco Intl
13h 22m
2 stops
BOS2:47 pmBoston Logan Intl
May 10
BOS5:50 amBoston Logan Intl
18h 25m
2 stops
POS12:15 amPort of Spain Piarco Intl
$325
Air Canada
May 1
POS1:25 amPort of Spain Piarco Intl
13h 22m
2 stops
BOS2:47 pmBoston Logan Intl
May 12
BOS3:40 pmBoston Logan Intl
32h 35m
2 stops
POS12:15 amPort of Spain Piarco Intl
$337

momondo Fare Finder

 
Customize your flight search to find flights from Trinidad and Tobago to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 5, 2026.
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

Cheapest round-trip

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 8/31

12:30 am-11:34 pm

1 stop23h 04m

Boston Logan Intl

Thu 10/29

9:50 am-11:23 pm

1 stop13h 33m

$300

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-12:16 pm

1 stop11h 46m

Boston Logan Intl

Sun 5/10

7:25 am-11:23 pm

1 stop15h 58m

$305

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-12:16 pm

1 stop11h 46m

Boston Logan Intl

Tue 5/12

7:00 am-11:23 pm

2 stops16h 23m

$310

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 3/31

12:30 am-6:19 pm

2 stops17h 49m

Boston Logan Intl

Wed 4/8

6:00 am-11:23 pm

2 stops17h 23m

$315

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 6/17

1:25 am-10:38 pm

1 stop21h 13m

Boston Logan Intl

Sun 6/28

10:50 am-12:15 am

1 stop13h 25m

$319
Quickest round-trip

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 5/2

5:38 pm-7:41 am

1 stop14h 03m

Boston Logan Intl

Tue 5/12

5:20 am-1:35 pm

1 stop8h 15m

$320

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 4/17

12:30 am-9:59 pm

2 stops21h 29m

Boston Logan Intl

Sat 4/25

9:41 am-11:23 pm

1 stop13h 42m

$322

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 4/15

12:30 am-12:59 am

2 stops24h 29m

Boston Logan Intl

Thu 4/23

6:00 am-11:23 pm

2 stops17h 23m

$324

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

1:25 am-2:47 pm

2 stops13h 22m

Boston Logan Intl

Sun 5/10

5:50 am-12:15 am

2 stops18h 25m

$325

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 3/29

3:02 pm-11:50 pm

1 stop8h 48m

Boston Logan Intl

Sun 4/5

7:38 pm-1:07 pm

1 stop17h 29m

$326

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 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?

JetBlue, United Airlines and American Airlines are the top three most popular airlines that fly to Massachusetts from Trinidad and Tobago according to our data. JetBlue is the first choice among our users, with 43% 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.

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 04m

Direct flights

None
The fastest flight from Trinidad and Tobago to Massachusetts takes 8h 04m
There are no direct flights from Trinidad and Tobago to Massachusetts. There are no popular flight routes from Trinidad and Tobago to Massachusetts.
  • 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?

  • 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
United AirlinesPriceFrom $171Free CancellationRating
7.4
9,388 reviews
Search United Airlines flights
Air CanadaPriceFrom $184Free CancellationRating
7.1
10,776 reviews
Search Air Canada flights
JetBluePriceFrom $241Free CancellationRating
7.2
2,896 reviews
Search JetBlue flights
Copa AirlinesPriceFrom $256Free CancellationRating
7.5
1,557 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $515Free CancellationRating
7.1
11,382 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 4/4
Sat 4/11

Find better results for your trip to Massachusetts

Popular cities in Massachusetts

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