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Cheap flights from Massachusetts to Trinidad and Tobago from $131

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Trinidad and Tobago departing on 4/27. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Massachusetts to Trinidad and Tobago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
8:20 am - 11:23 pm
BDL
-
POS
15h 03m
1 stop
United Airlines Logo
12:30 am - 2:29 pm
POS
-
BDL
13h 59m
2 stops
$314United Airlines
Fri, Sep 11 - Fri, Sep 18
American Airlines Logo
5:30 pm - 2:32 pm
BOS
-
POS
21h 02m
2 stops
American Airlines Logo
3:47 pm - 10:02 am
POS
-
BOS
18h 15m
1 stop
$324American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
6:53 pm - 2:32 pm
BOS
-
POS
19h 39m
2 stops
American Airlines Logo
3:47 pm - 10:52 am
POS
-
BOS
19h 05m
2 stops
$327American Airlines
Thu, May 7 - Mon, May 18
American Airlines Logo
6:53 pm - 2:32 pm
BOS
-
POS
19h 39m
2 stops
American Airlines Logo
3:47 pm - 10:52 am
POS
-
BOS
19h 05m
2 stops
$330American Airlines
Sun, May 3 - Mon, May 11
Copa Airlines Logo
3:46 pm - 1:40 am
BOS
-
POS
9h 54m
1 stop
Copa Airlines Logo
3:44 am - 2:31 pm
POS
-
BOS
10h 47m
1 stop
$344Copa Airlines
Wed, Apr 15 - Mon, Apr 20
JetBlue Logo
5:20 am - 2:21 pm
BOS
-
POS
9h 01m
1 stop
JetBlue Logo
7:41 pm - 7:42 am
POS
-
BOS
12h 01m
1 stop
$350JetBlue
Mon, Jun 1 - Sun, Jun 14
Copa Airlines Logo
3:46 pm - 1:40 am
BOS
-
POS
9h 54m
1 stop
Copa Airlines Logo
3:44 am - 2:31 pm
POS
-
BOS
10h 47m
1 stop
$358Copa Airlines
Wed, Apr 15 - Tue, Apr 21
JetBlue Logo
6:00 am - 1:35 pm
BDL
-
POS
7h 35m
1 stop
JetBlue Logo
2:46 pm - 11:44 pm
POS
-
BDL
8h 58m
1 stop
$389JetBlue
Sun, May 10 - Fri, May 15
Multiple Airlines Logo
5:10 am - 11:55 pm
BOS
-
TAB
18h 45m
3 stops
Multiple Airlines Logo
12:25 pm - 9:54 am
TAB
-
BOS
21h 29m
2 stops
$1,298Multiple Airlines
Tue, May 5 - Tue, May 12
Multiple Airlines Logo
6:55 pm - 2:15 pm
BOS
-
TAB
19h 20m
2 stops
Multiple Airlines Logo
7:10 pm - 5:59 pm
TAB
-
BOS
22h 49m
2 stops
$1,333Multiple Airlines
Sat, May 9 - Sat, May 16

JetBlue flights from Massachusetts to Trinidad and Tobago

Our best JetBlue deals on Massachusetts to Trinidad and Tobago flight tickets
JetBlue
Jun 1
BOS5:20 amBoston Logan Intl
9h 01m
1 stop
POS2:21 pmPort of Spain Piarco Intl
Jun 14
POS7:41 pmPort of Spain Piarco Intl
12h 01m
1 stop
BOS7:42 amBoston Logan Intl
$350
JetBlue
May 5
BOS5:20 amBoston Logan Intl
8h 15m
1 stop
POS1:35 pmPort of Spain Piarco Intl
May 12
POS2:45 pmPort of Spain Piarco Intl
9h 14m
1 stop
BOS11:59 pmBoston Logan Intl
$375
JetBlue
May 10
BDL6:00 amHartford Bradley Intl
7h 35m
1 stop
POS1:35 pmPort of Spain Piarco Intl
May 15
POS2:46 pmPort of Spain Piarco Intl
8h 58m
1 stop
BDL11:44 pmHartford Bradley Intl
$389

American Airlines flights from Massachusetts to Trinidad and Tobago

Our best American Airlines deals on Massachusetts to Trinidad and Tobago flight tickets
American Airlines
May 5
BOS5:30 pmBoston Logan Intl
21h 02m
2 stops
POS2:32 pmPort of Spain Piarco Intl
May 12
POS3:47 pmPort of Spain Piarco Intl
18h 15m
1 stop
BOS10:02 amBoston Logan Intl
$324
American Airlines
May 27
BOS9:37 amBoston Logan Intl
13h 22m
2 stops
POS10:59 pmPort of Spain Piarco Intl
Jun 1
POS3:12 pmPort of Spain Piarco Intl
17h 29m
2 stops
BOS8:41 amBoston Logan Intl
$327
American Airlines
May 3
BOS6:53 pmBoston Logan Intl
19h 39m
2 stops
POS2:32 pmPort of Spain Piarco Intl
May 11
POS3:47 pmPort of Spain Piarco Intl
19h 05m
2 stops
BOS10:52 amBoston Logan Intl
$330

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to Trinidad and Tobago 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 25, 2026.
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 - POS

BDLPOS

Hartford Bradley Intl

Fri 9/11

8:20 am-11:23 pm

1 stop15h 03m

Port of Spain Piarco Intl

Fri 9/18

12:30 am-2:29 pm

2 stops13h 59m

$314

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 5/5

5:30 pm-2:32 pm

2 stops21h 02m

Port of Spain Piarco Intl

Tue 5/12

3:47 pm-10:02 am

1 stop18h 15m

$324

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 5/7

6:53 pm-2:32 pm

2 stops19h 39m

Port of Spain Piarco Intl

Mon 5/18

3:47 pm-10:52 am

2 stops19h 05m

$327

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 5/3

6:53 pm-2:32 pm

2 stops19h 39m

Port of Spain Piarco Intl

Mon 5/11

3:47 pm-10:52 am

2 stops19h 05m

$330

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 4/15

3:46 pm-1:40 am

1 stop9h 54m

Port of Spain Piarco Intl

Mon 4/20

3:44 am-2:31 pm

1 stop10h 47m

$344

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 6/1

5:20 am-2:21 pm

1 stop9h 01m

Port of Spain Piarco Intl

Sun 6/14

7:41 pm-7:42 am

1 stop12h 01m

$350

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 4/15

3:46 pm-1:40 am

1 stop9h 54m

Port of Spain Piarco Intl

Tue 4/21

3:44 am-2:31 pm

1 stop10h 47m

$358
Quickest round-trip

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Sun 5/10

6:00 am-1:35 pm

1 stop7h 35m

Port of Spain Piarco Intl

Fri 5/15

2:46 pm-11:44 pm

1 stop8h 58m

$389

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Tue 5/5

5:10 am-11:55 pm

3 stops18h 45m

Scarborough ANR Robinson Intl

Tue 5/12

12:25 pm-9:54 am

2 stops21h 29m

$1,298

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Sat 5/9

6:55 pm-2:15 pm

2 stops19h 20m

Scarborough ANR Robinson Intl

Sat 5/16

7:10 pm-5:59 pm

2 stops22h 49m

$1,333

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

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 $490. If you aren’t able to travel to Trinidad and Tobago during the month of January, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $494.

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 $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 $454 on momondo.

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

You could potentially save up to 28% 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

Fastest flight time

8h 15m

Direct flights

None
The fastest flight from Massachusetts to Trinidad and Tobago takes 8h 15m
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?

  • 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 AirlinesPriceFrom $164Free CancellationRating
7.5
1,577 reviews
Search Copa Airlines flights
Air CanadaPriceFrom $242Free CancellationRating
7.1
10,838 reviews
Search Air Canada flights
United AirlinesPriceFrom $255Free CancellationRating
7.4
9,477 reviews
Search United Airlines flights
JetBluePriceFrom $276Free CancellationRating
7.2
2,905 reviews
Search JetBlue flights
American AirlinesPriceFrom $490Free CancellationRating
7.1
11,494 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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Find better results for your trip to Trinidad and Tobago

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