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Cheap flights from Massachusetts to Trinidad from $129

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 departing on 5/30. 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

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Find the cheapest flights from Massachusetts to Trinidad

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
6:15 am - 11:23 pm
BDL
-
POS
17h 08m
2 stops
United Airlines Logo
12:30 am - 2:01 pm
POS
-
BDL
13h 31m
2 stops
$316United Airlines
Sat, Oct 24 - Fri, Oct 30
American Airlines Logo
6:00 am - 10:59 pm
BOS
-
POS
16h 59m
1 stop
American Airlines Logo
3:13 pm - 12:59 am
POS
-
BOS
9h 46m
1 stop
$346American Airlines
Mon, Jun 1 - Mon, Jun 8
American Airlines Logo
8:00 am - 10:59 pm
BOS
-
POS
14h 59m
2 stops
American Airlines Logo
7:01 am - 11:48 pm
POS
-
BOS
16h 47m
2 stops
$350American Airlines
Mon, Jun 1 - Mon, Jun 8
American Airlines Logo
6:00 am - 11:00 pm
BOS
-
POS
17h 00m
1 stop
American Airlines Logo
7:01 am - 12:59 am
POS
-
BOS
17h 58m
1 stop
$351American Airlines
Sat, Jun 13 - Sun, Jun 21
American Airlines Logo
5:01 am - 11:03 pm
BOS
-
POS
18h 02m
1 stop
American Airlines Logo
3:13 pm - 2:21 pm
POS
-
BOS
23h 08m
1 stop
$355American Airlines
Thu, Jun 4 - Mon, Jun 8
American Airlines Logo
7:00 am - 11:03 pm
BOS
-
POS
16h 03m
2 stops
American Airlines Logo
3:13 pm - 2:21 pm
POS
-
BOS
23h 08m
1 stop
$359American Airlines
Thu, Jun 4 - Mon, Jun 8
Air Canada Logo
5:10 am - 12:15 am
BOS
-
POS
19h 05m
1 stop
Air Canada Logo
1:25 am - 6:22 pm
POS
-
BOS
16h 57m
1 stop
$388Air Canada
Mon, Jun 22 - Sun, Jun 28
Air Canada Logo
10:40 am - 12:15 am
BOS
-
POS
13h 35m
2 stops
Air Canada Logo
1:25 am - 6:22 pm
POS
-
BOS
16h 57m
1 stop
$391Air Canada
Mon, Jun 22 - Sun, Jun 28
Copa Airlines Logo
3:55 pm - 1:47 am
BOS
-
POS
9h 52m
1 stop
Copa Airlines Logo
3:40 am - 11:03 pm
POS
-
BOS
19h 23m
1 stop
$396Copa Airlines
Wed, Oct 21 - Sun, Oct 25
JetBlue Logo
7:15 am - 2:21 pm
BDL
-
POS
7h 06m
1 stop
JetBlue Logo
3:15 pm - 11:59 pm
POS
-
BDL
8h 44m
1 stop
$516JetBlue
Mon, Jun 8 - Fri, Jun 26

American Airlines flights from Massachusetts to Trinidad

Our best American Airlines deals on Massachusetts to Trinidad flight tickets
American Airlines
Jun 1
BOS6:00 amBoston Logan Intl
16h 59m
1 stop
POS10:59 pmPort of Spain Piarco Intl
Jun 8
POS3:13 pmPort of Spain Piarco Intl
9h 46m
1 stop
BOS12:59 amBoston Logan Intl
$346
American Airlines
Jun 1
BOS8:00 amBoston Logan Intl
14h 59m
2 stops
POS10:59 pmPort of Spain Piarco Intl
Jun 8
POS7:01 amPort of Spain Piarco Intl
16h 47m
2 stops
BOS11:48 pmBoston Logan Intl
$350
American Airlines
Jun 13
BOS6:00 amBoston Logan Intl
17h 00m
1 stop
POS11:00 pmPort of Spain Piarco Intl
Jun 21
POS7:01 amPort of Spain Piarco Intl
17h 58m
1 stop
BOS12:59 amBoston Logan Intl
$351

Air Canada flights from Massachusetts to Trinidad

Our best Air Canada deals on Massachusetts to Trinidad flight tickets
Air Canada
Jun 22
BOS5:10 amBoston Logan Intl
19h 05m
1 stop
POS12:15 amPort of Spain Piarco Intl
Jun 28
POS1:25 amPort of Spain Piarco Intl
16h 57m
1 stop
BOS6:22 pmBoston Logan Intl
$388
Air Canada
Jun 22
BOS10:40 amBoston Logan Intl
13h 35m
2 stops
POS12:15 amPort of Spain Piarco Intl
Jun 28
POS1:25 amPort of Spain Piarco Intl
16h 57m
1 stop
BOS6:22 pmBoston Logan Intl
$391
Air Canada
Jun 1
BOS5:50 amBoston Logan Intl
18h 25m
2 stops
POS12:15 amPort of Spain Piarco Intl
Jun 7
POS1:25 amPort of Spain Piarco Intl
13h 22m
2 stops
BOS2:47 pmBoston Logan Intl
$395

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to Trinidad 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 May 10, 2026.
Use the filters below to find and compare flights from Massachusetts to Trinidad 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

Sat 10/24

6:15 am-11:23 pm

2 stops17h 08m

Port of Spain Piarco Intl

Fri 10/30

12:30 am-2:01 pm

2 stops13h 31m

$316

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 6/1

6:00 am-10:59 pm

1 stop16h 59m

Port of Spain Piarco Intl

Mon 6/8

3:13 pm-12:59 am

1 stop9h 46m

$346

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 6/1

8:00 am-10:59 pm

2 stops14h 59m

Port of Spain Piarco Intl

Mon 6/8

7:01 am-11:48 pm

2 stops16h 47m

$350

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 6/13

6:00 am-11:00 pm

1 stop17h 00m

Port of Spain Piarco Intl

Sun 6/21

7:01 am-12:59 am

1 stop17h 58m

$351

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 6/4

5:01 am-11:03 pm

1 stop18h 02m

Port of Spain Piarco Intl

Mon 6/8

3:13 pm-2:21 pm

1 stop23h 08m

$355

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 6/4

7:00 am-11:03 pm

2 stops16h 03m

Port of Spain Piarco Intl

Mon 6/8

3:13 pm-2:21 pm

1 stop23h 08m

$359

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 6/22

5:10 am-12:15 am

1 stop19h 05m

Port of Spain Piarco Intl

Sun 6/28

1:25 am-6:22 pm

1 stop16h 57m

$388

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 6/22

10:40 am-12:15 am

2 stops13h 35m

Port of Spain Piarco Intl

Sun 6/28

1:25 am-6:22 pm

1 stop16h 57m

$391

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 10/21

3:55 pm-1:47 am

1 stop9h 52m

Port of Spain Piarco Intl

Sun 10/25

3:40 am-11:03 pm

1 stop19h 23m

$396
Quickest round-trip

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Mon 6/8

7:15 am-2:21 pm

1 stop7h 06m

Port of Spain Piarco Intl

Fri 6/26

3:15 pm-11:59 pm

1 stop8h 44m

$516

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 from

How to get the cheapest flight ticket from Massachusetts to Trinidad

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?

The cheapest month to fly to Trinidad from Massachusetts is in July. Flight prices, which tend to average around $47, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of July, then book flights to Trinidad from Massachusetts during April instead. Flights to Trinidad in April, while not as cheap as those in July, still average around $148.

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

You are more likely to see cheaper flights to Trinidad from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Trinidad for around $525 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Trinidad from Massachusetts for as low as $426 on momondo.

Can stopping save me money on Massachusetts to Trinidad flights?

No. A direct flight is the cheapest option for a flight between Massachusetts to Trinidad.

Cheap Massachusetts to Trinidad flight deals and tips

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

Fastest flight time

9h 49m

Direct flights

None
The fastest flight from Massachusetts to Trinidad takes 9h 49m
There are no direct flights from Massachusetts to Trinidad. There are no popular flight routes from Massachusetts to Trinidad.
Search flight deals

Frequently asked questions about flying from Massachusetts to Trinidad

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

    Prices for flights from Massachusetts to Trinidad refresh daily.

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

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

    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 Massachusetts to Trinidad.

  • What documentation or ID do you need to fly to Trinidad?

    The necessary travel and health documents for your Trinidad 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.

  • What is the most popular plane model from Massachusetts to Trinidad?

Best airlines flying from Massachusetts to Trinidad

Compare and see reviews for airlines that fly from Massachusetts to Trinidad with momondo
Airline
Rating
Free Cancellation
Price
Copa AirlinesPriceFrom $164Free CancellationRating
7.5
1,584 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $255Free CancellationRating
7.4
9,694 reviews
Search United Airlines flights
JetBluePriceFrom $276Free CancellationRating
7.1
2,977 reviews
Search JetBlue flights
Air CanadaPriceFrom $329Free CancellationRating
7.1
11,012 reviews
Search Air Canada flights
American AirlinesPriceFrom $442Free CancellationRating
7.1
11,667 reviews
Search American Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Massachusetts to Trinidad for you.

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

Yes. All flights to Trinidad from Massachusetts on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

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 from Massachusetts.

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

Price alerts on flights to Trinidad from Massachusetts are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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