$176 Find Cheap Flights from Trinidad and Tobago to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Trinidad and Tobago to Massachusetts departing on 2/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
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Search hundreds of travel sites at once for deals on flights to Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Massachusetts, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Massachusetts, as well as popular online travel agencies
In the last 7 days travelers have searched 41,299,237 times on KAYAK, and here is why:

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Good to know

Low season

March

High season

July

Cheapest flight

$176
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly with an average 15% increase in price.
Flight from Port of Spain to Boston

FAQs for booking flights from Trinidad and Tobago to Massachusetts

  • How does KAYAK find such low prices on flights from Trinidad and Tobago 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 and Tobago to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Massachusetts from Trinidad and Tobago 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 and Tobago 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 to Massachusetts with an airline and back to Trinidad and Tobago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Trinidad and Tobago 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 to Massachusetts from Trinidad and Tobago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Trinidad and Tobago to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Trinidad and Tobago to Massachusetts. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Trinidad and Tobago 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.
7.6
Copa AirlinesOverall score based on 1658 reviews
7.9Boarding
8.2Crew
7.0Food
7.0Entertainment
7.5Comfort
Airline reviews

It was first time fling in copa airline. In general I am satisfied except bag size. I got a email from copa with 17-10-6 for carry on bag. In airport the check in show 22-14-10 . However that mistake means $100,00 in over cost.

8.0 ExcellentAnonymous, Dec 2024JFK - PTY
Read more Copa Airlines reviews

It was first time fling in copa airline. In general I am satisfied except bag size. I got a email from copa with 17-10-6 for carry on bag. In airport the check in show 22-14-10 . However that mistake means $100,00 in over cost.

Good trip, excellent attention. I like Copa Airlines, the best. 👍🏻

I would like a glass of wine or some kind of alcoholic drink.

I would enjoy a glass of wine on such a long flight.

Everything was smooth and crew was very polite and friendly.

Seemed roomier than most US domestic airlines and they served food.

it was great! Boarded on-time, reasonable leg room, pleasant staff, decent food. The only thing is we were directed to Terminal 2 when the gate was actually in Terminal 1. Smooth ride. Landed early. Got off plane easily and quickly.

Very long delay but we just made the connection. The requested wheel chairs were not there so I had to assist/carry BOTH of my parents to the gate while carrying their bags so we could make the connection. The plane had no entertainment system and NO WIFI, legroom zero. Restrooms on ALL of flights were dirty and one restroom did not even work properly. I was surprised to see COPA like this since my flight with them in 2013 was incredible, the seats were amazing and the food options were spectacular. Of course, I see this kind of service on many airlines now, with services and hospitality at an all time low. The worse part of the trip was seeing my 90 year old parents go through hell on these flights and having to try and rush to a gate to make the next flight. Never again

So many hours of flying without salty food is a shame and the fact that they want to sell it to you seems like a rip-off

This airline makes you check in in one terminal and then you have to walk to the other terminal. Its messed up

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Overall was excellent. Will definitely us JetBlue in the future.

Love the mosaic program, being able to move to an extra space seat for free is awesome

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

I paid for the service of having the right to choose my seat and it was not like that, they put me where they wanted and I explained to one of the staff that they were before boarding and they were very rude. I am traveling with the family and they put us in separate seats.

Everything was great except for some reason crew and ground crew could not figure out how to deal with an electric wheelchair and it delayed us 20-30mins. Was pretty frustrating for passengers and the captain.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

United left one of our bags back in SFO but that’s not my real complaint. The complaint is how it all went down. So we checked in the day before online and were told we could use the quick drop for luggage. So the next day I used baggage quick drop curbside at SFO. The agent mistakenly didn't tag my bag as he put my bag on the conveyor belt untagged. We immediately alerted him he had not tagged the bag. I walked with him to the baggage service office to find my bag and tag it. We waited outside the office for 10 mins. He came out and said everything was ok and the bag was going to be tagged and on my flight. We received a text that one of our bags was on the flight but the other was not. I alerted my first class flight attendant immediately upon boarding the flight. She was helpful and said she’d get it sorted out right away. She called over the gate agent. The gate agent used my bag number and looked over information on her device. She said my bag was on the flight. The flight attendant was standing with her, looking at the device, and also said “yep it’s on the flight”. During the flight the flight attendant made reference to how reassuring it must feel knowing the bag was on the flight. Upon arriving to IAD we received a text that my bag was not on my flight. The text said my bag would arrive to my final destination LIS 24 hrs late. I understand that mistakes happen. I was totally ok with my bag mistakenly not getting tagged at the quick drop. I was fine with walking down to baggage services to tag my bag. But, what I am not ok with is that the United staff said they fixed the mistake two different times, assuring me twice that my bag would be/was on the plane…and it wasn’t. I expected better attention by the employees, for them to do what they said they were going to do. We also spent extra money to upgrade our seats to first class, including the entire return leg from Lisbon to San Francisco because we wanted a smoother and more relaxing travel experience. Our money was not well spent. We will not be using United for travel going forward.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

Average. Newark is a United Hub, yet a flight that is early somehow ends up getting late to the gate. Newark ATC needs help badly.

Awful. Worst airline I have ever been on. Crew were among the rudest people I have ever dealt with. United staff members were rude and disrespectful. My flight was delayed, causing me to miss a connecting flight. I understand things happen, but when staff start lying about what actually happened, that is when I have an issue. Just be honest, really it isn’t that hard. I’m being very honest with this review and I don’t find this difficult what so ever. In fact, because of United Airlines, my Christmas holiday was off to a really rocky start. As someone who has traveled across the world, it has only been United that I have had a truly awful experience.

The flight was delayed, it took longer than anticipated because of weather, and they broke my luggage.

Received an email the night before showing that there would be seatback entertainment on our flight. We get on and there was no seatback entertainment. And then it was a scramble to try to set up the iPads for the kids before takeoff so they could watch something for the four hour flight.

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

Horrifying! And I am almost 2 million miles with United. Late by 3 1/2 hours. Worst: after two hours on the plane waiting, they decided that one of the tires had been damaged and then decided to change it. Another hour and a half to change the tire!!!!! NO EXCUSE FOR THIS. The crew didn't even offer a glass of water until we had been on the plane for FIVE hours. This is the worst airline in the world. I'm simply stuck because they fly on the only routes I need.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

Boarding always seems a bit chaotic. Seat spacing could leave more for leg room.

Lack of communication with customers through the delays and poor audio during boarding. No assistance to serve a number of customers with limited time between connecting flights. Lack of empathy from staff. Rebooked on a flight that seemed solely for purposes of taking those that missed their connection the night before. The hostess at the gate arrived late and never expressed any form of compassion or friendliness toward passengers. Just get them on board, so I can go in with my life. Will never fly AA again.

Improvements in communication and empathy are absolutely necessary for American Airlines staff (top down). It’s like they are numb to the needs of their customers.

You were more on time than United. I'm so over united delays.

Good communication at the gate and very nice crew in the flight

Timely boarding process, made up for lost time even after a lengthy wait for de-icing

My seat was wonky...hard and not much padding. I sat next to the Jumpseat for the flight attendant. Thoroughly enjoyed not have a third seat in that row! Flight attendants were amazing. I couldn't answer the "food quality" question as there is no food served on my short flight. I commend the pilot as I know it was super gusty when we landed. Thanks

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

I had a very unpleasant encounter with one man from customer service: he was extremely rude and miserable. And his condition was reflected on his decision to send me to the worst airport hotel and get an awful flight connection. My hotel shuttle had never arrived and I had to book another hotel. People served by other representatives got a much better treatment and deal.

AA is always pretty solid. Was on time all the way around today so can’t complain!

Ok. Got us there safely and a bit early. Need food available on this long flight. Almost 3 hours.

Book cheap flights from Trinidad and Tobago to Massachusetts

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Massachusetts found on KAYAK in the last 72 hours.
1/14mar.
2 stops
30h 27mPOS-BOS
3/5mié.
1 stop
29h 58mBOS-POS
$386
1/15mié.
1 stop
30h 30mPOS-BOS
3/5mié.
1 stop
29h 58mBOS-POS
$406
2/28vie.
1 stopUnited Airlines
10h 45mPOS-BOS
3/9dom.
2 stopsUnited Airlines
17h 23mBOS-POS
$441
5/14mié.
2 stopsAmerican Airlines
20h 13mPOS-BOS
5/20mar.
2 stopsAmerican Airlines
17h 40mBOS-POS
$448
1/14mar.
2 stopsUnited Airlines
15h 11mPOS-BOS
3/5mié.
2 stopsUnited Airlines
13h 58mBOS-POS
$452
1/15mié.
2 stopsAmerican Airlines
14h 22mPOS-BOS
3/5mié.
2 stopsAmerican Airlines
18h 42mBOS-POS
$459
3/1sáb.
2 stopsFrontier
14h 10mPOS-BOS
3/9dom.
2 stopsFrontier
10h 41mBOS-POS
$464
5/14mié.
1 stopAmerican Airlines
9h 07mPOS-BOS
5/20mar.
2 stopsAmerican Airlines
19h 30mBOS-POS
$483
5/13mar.
1 stopCopa Airlines
15h 42mPOS-BOS
5/20mar.
1 stopCopa Airlines
17h 00mBOS-POS
$484
3/2dom.
1 stopJetBlue
10h 44mPOS-BOS
3/6jue.
1 stopJetBlue
11h 31mBOS-POS
$551

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Massachusetts found on KAYAK in the last 72 hours.
2/15sáb.
2 stopsFrontier
14h 10mPOS-BOS
$176
2/15sáb.
2 stopsFrontier
14h 10mPOS-BOS
$177
2/15sáb.
1 stop
11h 04mPOS-BOS
$227
2/6jue.
2 stops
30h 52mPOS-BOS
$228
2/2dom.
1 stopCopa Airlines
15h 39mPOS-BOS
$240
2/14vie.
2 stopsUnited Airlines
16h 54mPOS-BOS
$248
2/14vie.
1 stopUnited Airlines
19h 01mPOS-BOS
$249
2/16dom.
1 stopAmerican Airlines
20h 03mPOS-BOS
$258
1/21mar.
1 stopAmerican Airlines
10h 54mPOS-BOS
$260
2/14vie.
1 stopCopa Airlines
15h 39mPOS-BOS
$275

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Last minute flights to Massachusetts

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Massachusetts that are departing in the next 10 days.
1/7mar.
multi-stopUnited Airlines
21h 29mPOS-BOS
1/23jue.
multi-stopUnited Airlines
16h 18mBOS-POS
$515
1/6lun.
multi-stopUnited Airlines
10h 47mPOS-BOS
4/27dom.
multi-stopUnited Airlines
17h 23mBOS-POS
$567
1/8mié.
multi-stopAmerican Airlines
9h 19mPOS-BOS
1/23jue.
multi-stopAmerican Airlines
16h 51mBOS-POS
$573
1/8mié.
multi-stopAmerican Airlines
9h 19mPOS-BOS
1/23jue.
multi-stopAmerican Airlines
11h 44mBOS-POS
$577
1/7mar.
multi-stopUnited Airlines
16h 18mPOS-BOS
1/23jue.
multi-stopUnited Airlines
16h 18mBOS-POS
$579
1/6lun.
multi-stopUnited Airlines
20h 39mPOS-BOS
4/27dom.
multi-stopUnited Airlines
37h 53mBOS-POS
$630
1/6lun.
multi-stopUnited Airlines
10h 47mPOS-BOS
4/27dom.
multi-stopUnited Airlines
16h 08mBOS-POS
$657
1/7mar.
multi-stopAmerican Airlines
16h 33mPOS-BOS
4/27dom.
multi-stopAmerican Airlines
19h 30mBOS-POS
$716
1/8mié.
multi-stop
39h 12mPOS-BOS
1/23jue.
multi-stop
21h 45mBOS-POS
$729
1/7mar.
multi-stopAmerican Airlines
18h 46mPOS-BOS
4/27dom.
multi-stopAmerican Airlines
8h 54mBOS-POS
$797

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Everything you need to know for your flight to Massachusetts

Cabin class types available on flights to Massachusetts

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

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