$243 Find Cheap Flights from Trinidad to Massachusetts

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Good to know

Low seasonMarch
High seasonJuly
Cheapest flight$243
Best time to beat the crowds but there is an average 28% increase in price.
Most popular time to fly with an average 12% increase in price.
Flight from Port of Spain to Boston

FAQs for booking flights from Trinidad to Massachusetts

  • How does KAYAK find such low prices on flights from Trinidad to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Trinidad to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Trinidad to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Trinidad to Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Trinidad to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Trinidad to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Trinidad to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Trinidad to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Massachusetts?

    Based on KAYAK data, the cheapest day to fly to Massachusetts is Thursday where round-trip tickets can be as cheap as $531. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $657 on average.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally at night, when round-trip flights cost $580 on average. Morning departures are around 12% more expensive than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the morning, which is peak travel time and where the average cost of a ticket is $680.

  • What is the cheapest month to fly from Trinidad to Massachusetts?

    The cheapest month for flights from Trinidad to Massachusetts is October, when tickets cost $424 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of round-trip tickets is $771 and $697 respectively.

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

    To get a below average price on the flight from Trinidad to Massachusetts, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

  • How long is the flight to Massachusetts?

    An average nonstop flight from Trinidad to Massachusetts takes 10h 12m, covering a distance of 2270 miles. The shortest route is Port of Spain (POS) to Hartford (BDL) with an average flight time of 8h 09m.

  • What are the most popular destinations in Massachusetts?

    Based on KAYAK flight searches, the most popular destination is Boston (75% of total searches to Massachusetts). The next most popular destination is Hartford (25%).

Top 4 airlines serving from Trinidad to Massachusetts

Need help choosing which airline to fly with from Trinidad to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.5
Copa AirlinesOverall score based on 1414 reviews
7.4Comfort
7.8Boarding
6.8Food
8.1Crew
6.8Entertainment
Airline reviews

We were in transit from Lima (flight at 1.10am) and we were in stand by in our flight from Panama to Washington. We wait from 4.30 am to 18.30pm in the Airport. The company give us 2 x 15 dollars for eat during the day and a personnal travel voucher of 400 dollars each. Do they buy food one time something in the Airport ??? And one of us live in France so the voucher is not usable. More than 24 hours travel !! And our place were near the toilets, with 8 children around us. The boy behind my seat stamped his feet on my back all the flight. Really Wonder full ! So we are totally unhappy with our travel. Thanks Copa Airlines....

2.0 MediocreCec, Apr 2025PTY - IAD
Read more Copa Airlines reviews

We were in transit from Lima (flight at 1.10am) and we were in stand by in our flight from Panama to Washington. We wait from 4.30 am to 18.30pm in the Airport. The company give us 2 x 15 dollars for eat during the day and a personnal travel voucher of 400 dollars each. Do they buy food one time something in the Airport ??? And one of us live in France so the voucher is not usable. More than 24 hours travel !! And our place were near the toilets, with 8 children around us. The boy behind my seat stamped his feet on my back all the flight. Really Wonder full ! So we are totally unhappy with our travel. Thanks Copa Airlines....

I upgraded myself to Business Class at the last minute so I had a DREAMS window seat. Seeing as I've never flown Business before everything was novel and fun for me and it made the 7 hour flight much more enjoyable for sure.

No headphones given for inflight entertainment. I missed my flight from the previous day and the customer service agent tried to extort an additional $100.00 US from me for missing my flight. Really?!

It was reasonably comfortable trip considering its duration (7 hours). Crew was very good and friendly, seats very more comfortable than other planes. Only negative comment would be that the bathroom light did not get its full brightness 🙃

The flight was delayed about 4 hours without any explanation. No wifi or entertainment at all on planes. Had to pay for checked bags I was allowed according to reservations.

It was good, plane is a bit older so seats are somewhat flat

Great from check in all the way to the end. Very happy with Copa

Copa stranded us ans then tried to charge us thousands to leave Panama.

Friendly flight team and seamless travel from one stop to next.

I loved my experience. Very safe, Very informative and very friendly.

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

A bit rush for transit. Food and entertainment are not available

So far so good but food and entertainment are not available for this flight

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It was too hot in the cabin. The AC did not help.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

Paid $35 and not able to access the internet at all.

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Flight was delayed bc of mechanical issue. New plane had different configuration so some seats had to be switched. They called all passengers who needed new boarding cards. They did not call us so we thought our seats were the same and fine. When we boarded they informed us our receipts had changed and we are now all sitting separate and in the back row. Both my daughters had meltdowns and started to cry and once we got on the flight, we figured out how we could sit closer to each other, but this was very upsetting.

Took off on time and successfully avoided weather that looked to be a problem along the way

Book cheap flights from Trinidad to Massachusetts

Recent round-trip flight deals

6/2Mon
2 stopsAir Canada
19h 32mPOS-BOS
6/8Sun
2 stopsAir Canada
15h 05mBOS-POS
$438
6/1Sun
1 stopAir Canada
13h 36mPOS-BOS
6/8Sun
2 stopsAir Canada
15h 05mBOS-POS
$449
6/13Fri
1 stop
12h 43mPOS-BOS
6/20Fri
2 stops
15h 05mBOS-POS
$464
6/3Tue
2 stops
21h 59mPOS-BOS
6/8Sun
1 stop
9h 09mBOS-POS
$488
6/13Fri
2 stops
21h 02mPOS-BOS
6/20Fri
2 stops
15h 05mBOS-POS
$499
6/12Thu
2 stopsUnited Airlines
17h 26mPOS-BOS
6/20Fri
1 stopUnited Airlines
15h 38mBOS-POS
$563
8/4Mon
1 stopAmerican Airlines
16h 25mPOS-BOS
8/27Wed
1 stopAmerican Airlines
13h 36mBOS-POS
$574
8/4Mon
2 stopsAmerican Airlines
15h 19mPOS-BOS
8/15Fri
1 stopAmerican Airlines
8h 52mBOS-POS
$578
8/3Sun
1 stopUnited Airlines
21h 30mPOS-BOS
8/27Wed
1 stopUnited Airlines
15h 53mBOS-POS
$652
8/18Mon
1 stopJetBlue
12h 15mPOS-BOS
8/30Sat
1 stopJetBlue
8h 24mBOS-POS
$666

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Recent one-way flight deals

5/16Fri
1 stopAir Canada
20h 13mPOS-BOS
$243
6/2Mon
3 stops
20h 31mPOS-BOS
$278
6/3Tue
2 stops
21h 59mPOS-BOS
$290
5/31Sat
2 stops
35h 00mPOS-BOS
$313
9/20Sat
2 stopsAmerican Airlines
20h 50mPOS-BOS
$318
6/1Sun
1 stopAmerican Airlines
18h 50mPOS-BOS
$319
5/31Sat
2 stopsUnited Airlines
33h 26mPOS-BOS
$324
5/31Sat
1 stopUnited Airlines
23h 14mPOS-BOS
$325
5/17Sat
1 stopJetBlue
8h 43mPOS-BOS
$391
5/8Thu
1 stopJetBlue
11h 33mPOS-BOS
$450

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Last minute flights from Trinidad to Massachusetts

Last minute flight, train and bus deals

5/5Mon
multi-stop
15h 32mPOS-BOS
5/13Tue
multi-stop
37h 10mBOS-POS
$551
5/5Mon
multi-stopCopa Airlines
15h 42mPOS-BOS
5/13Tue
multi-stopCopa Airlines
17h 00mBOS-POS
$611
5/5Mon
multi-stop
10h 30mPOS-BOS
5/13Tue
multi-stop
33h 58mBOS-POS
$641

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Everything you need to know for your flight to Massachusetts

Cabin class types available on flights to Trinidad

Cabin classes available on flights to Trinidad. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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