$180 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 2/2. 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.
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These are the airlines KAYAK users have selected most often from within our search results for flights to Massachusetts
These are the airlines KAYAK users have selected most often from within our search results for flights to Massachusetts
In the last 7 days travelers have searched 46,646,933 times on KAYAK, and here is why:

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Good to know

Low season

March

High season

July

Cheapest flight

$180
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 14% 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 5 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.
8.0
Caribbean AirlinesOverall score based on 160 reviews
6.7Food
8.4Crew
7.8Comfort
8.1Boarding
6.6Entertainment
Airline reviews

I liked the friendliness of the employees at the airport

10.0 ExcellentLilawtie, Nov 2024GND - POS
Read more Caribbean Airlines reviews

I liked the friendliness of the employees at the airport

I liked the extra leg room in Caribbean plus. Worth the extra money. The food could have been more balanced, there was no salad or veggies

The Flight itself was smooth and uneventful. The crew was polite and caring. I used the Lounge in Piarco and the service was STELLAR

Crew were quite friendly. Food was very poor considering the price of the ticket and the flight time. Could not charge my phone due to USB charger not working..

The food wasn’t good. Need better food. There wasn’t any entertainment.

STEWARDESSES WERE AWESOME! The food could be a bit better. Rice was SOGGY with gravy and the chicken was RUBBERY.

I was treated well in first class. I have no complaints. I will definitely fly with my favourite airline again this year.

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

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

It's the first time I couldn't check in online because they told me I had to call because there was a problem. Despite having called twice, I had to check in at the airport

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

Copa crew is almost never great in terms of service.

Captain and Crew were excellent. The Boeing 737-800 was showing its age. In flight entertainment system was sluggish and my Business Class seat on the outbound flight had some mechanical issues. Only real problem was the location of the Gate in Panama PTY. It was a 40 minute hike from Security to the Gate. There should have been some sort of warning about the distance.

landed in panama it was in terminal one. We had to take a bus to terminal two for customs. Then back to terminal one. It was very frustrating. Then, on the way back from panama it was the same situation. We had to go back and forth between terminals to check in and drop our bags and then to board. When we were leaving, we had to wait in line for the boarding area and go through another gate security process. They told the bottles of water and coffee were bought while in line in the airport after we passed the main security. Ridiculous (and expensive). A much better communication system is needed.

This was my first time flying Copa but I'll definitely be back! Great service, professional agents, and delicious food for a fair price. Thanks for a great trip!

Very good, despite we had a delay because of some problems at the airport.

There was no USB plug in my section of the plane. So I could not charge my phone. Also, there was no screen to watch movie or anything like that. Wish I had known that in advance, I would’ve brought my iPad.

Staff was generally seeming stressed out and was a bit rude and slow. Plane left late. Pilot was very well-spoken.

Service was great, we had bad departure and bad arrival due to weather, but that we cannot control. Hats off to the pilot!

The flight attendants were unhelpful. It was a packed flight, and usually a flight attendant would help find a spot in the bin for your carry on or shift things around. Neither made any effort to do so. Also, I had to then check my bag. I was told it would be on the carousel in YYZ, but it came up on the jetway. So lucky I saw others standing around for their bags. I would have walked straight past this and on to the carousel. They could have at least told me that they had given me wrong information. Very unsatisfactory.

Made all groups except 2 check despite ample bin space. Inflight WiFi and entertainment didn’t work most of the time.

The check-in process is not the best They should have agents in site to help with any problem especially a rebook. Why does one have to get on the phone when there were at least 8 agents around that could have help?! Flying is stressful as it is and having someone willing to do their customer service will ease some of the stress.

The crew was outstanding. And the food was surprisingly good. The chicken and the pasta dish were both delicious and I was supposed with a pizza twist near Landing. We hit a lot of turbulence and the crew was calm and kind. Loved the TV in screen. Tons of new releases.

It was a good flight. Nothing comes to mind about how it could have been better. It was a newer plane, seemed like a great upgrade from your older ones. Staff was very good as well.

boarding was uneventful. Snack was pathetic. A tiny fruit bar. Entertainment was limited to just select movies on your own tablet or phone. No live TV. I recently flew Jetblue and they had unlimited snacks and live satellite TV the entire flight. My seat was an exit seat, 20A. It was super uncomfortable. It felt cramped and the middle seat was taken up by a large woman who pushed into my shoulder and arm. Horrible flight.

They canceled our flight and left us stranded to figure it out

Flight was fine, food better than anticipated and flight attendants were helpful and friendly.

Our headphone plug is broken, we can not enjoy our entertainment, especially traveling with 5 year old who like to watch movie

It was good but I wished if they could have sign do not disturb if we did not wanted any meals . I was tired and slept through the entire flight and woke up just before landing .being hungry Too late to ask for something to eat before exiting the flight . Left feeling hunger 🙁

Pleasant, attentive and efficient flight attendants. Boarding process and seat selection easy. No internet on transatlantic flight. Extremely uncomfortable, rigid seat.

The seats of the Boeing 787-10 Dreamliner were ridiculously uncomfortable. I was on 10 flights during this vacation and this plane was super uncomfortable both times I was on one whereas all of the others were perfectly fine. Additionally, these planes do not have any air vents that passengers can control, the climate is entirely controlled by the crew which made for an extremely uncomfortable temperature for the duration. The flight attendants tried to make everyone happy with the temperature but several people you could tell were excessively warm and just wanted a bit of airflow.

Don't fly thru London Awful and huge U need 4 hrs to transfer cuz u have to tale buses to and fro from airplanes Bad business

Staff with low service level, forgetful. Temperature at 15 C and after asking twice to raise the temperature the crew did nothing.

I was disappointed with the quality of the food for an international flight also I wasn't given a toiletry bag which is customary in international flights.

They had about 20-25 people overbooked. Including me. Why is this?? I was put on a flight to NC an hour later with a 4 hour layover. I was supposed to be home at 1045am instead i was home at 7:30pm. An extra day to pay for dog care.

Boarding is not controlled as groups called was not enforced

My first flight was moved 6 hours causing me to miss my meeting. The second was delayed about an hour and a half. Most of the crews apparently dont like their jobs or just working for Frontier. Only one flight attendant wasn"t snappy or rude.

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Stop changing gates at sfo. When you are elderly going back for it’s not fun.

We understand and comply with Frontier’s bag sizes. We’ve had some problems in past while having to await other passengers who do not understand the baggage restrictions or have not prepaid and that is usually our biggest concern (others delaying us) with flying Frontier. Flying OUT of ONT, however, has always been a great experience. I’ve also noted even on delayed Frontier flights very knowledgeable pilots who manage expectations well.

There was no easy way to check in. I don't want to install an app to checkin. I will use alaska from now on because they have a web check in method that is easy.

The crew was ghetto lol I felt like I was on an inner city field trip

Horrible! The short distance flight ended up taking 5 hrs! There was a 3 hr delay for the flight to take off and there was a 70 min wait on the tarmac for some bogus reason that the pilot said the gate he was supposed to board was taken up. After a 30 min wait he said the plane that was supposed to push out of the gate called a medical emergency and 40 min later he ended up boarding another gate. For the initial 3 hr delay there was no information/alert about the gate or delay in the app or the boards up until the boarding time and even beyond! Had to walk all the way to the end of the terminal to find the frontier staff to ask what was going on. Avoid this airline at all costs! If you have carryon bags or checked bags , their prices come equivalent to the prices of more reliable airlines. They are the worst in timeliness at 60% (reported as delayed) this year (check the data) by a high margin even compared to the second worst airline. If you are ok with having a miserable flight experience with the odds close to flip of a coin, feel free to try them. If you value your time , money and flying experience, stay away.

There was nothing to like, flight delayed had to move to different departure areas, disorganized to say the leasr

Delayed for two hours due to trivial issues. No reimbursment. Also on arrival further delay due to terminal malfunction.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

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.
12/6Fri
1 stop
15h 28mPOS-BOS
12/7Sat
2 stops
27h 07mBOS-POS
$383
12/6Fri
1 stop
15h 28mPOS-BOS
12/7Sat
2 stops
27h 07mBOS-POS
$387
2/27Thu
1 stopUnited Airlines
9h 27mPOS-BOS
3/5Wed
2 stopsUnited Airlines
17h 23mBOS-POS
$429
1/30Thu
1 stopUnited Airlines
16h 18mPOS-BOS
2/4Tue
1 stopUnited Airlines
16h 18mBOS-POS
$430
1/31Fri
1 stopAmerican Airlines
14h 50mPOS-BOS
2/4Tue
1 stopAmerican Airlines
9h 12mBOS-POS
$431
1/31Fri
2 stopsAmerican Airlines
15h 52mPOS-BOS
2/4Tue
2 stopsAmerican Airlines
12h 48mBOS-POS
$435
12/26Thu
1 stopFrontier
18h 57mPOS-BOS
12/31Tue
2 stopsFrontier
53h 08mBOS-POS
$712
12/21Sat
1 stopCopa Airlines
15h 37mPOS-BOS
1/2Thu
1 stopCopa Airlines
9h 46mBOS-POS
$790
12/26Thu
2 stopsFrontier
34h 10mPOS-BOS
12/31Tue
2 stopsFrontier
53h 08mBOS-POS
$848
12/22Sun
1 stopCopa Airlines
10h 14mPOS-BOS
12/30Mon
1 stopCopa Airlines
17h 09mBOS-POS
$1,000

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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.
2/2Sun
1 stopFrontier
16h 13mPOS-BOS
$180
12/16Mon
1 stop
26h 32mPOS-BOS
$223
12/15Sun
1 stopCopa Airlines
10h 14mPOS-BOS
$233
1/26Sun
2 stopsUnited Airlines
14h 00mPOS-BOS
$242
2/2Sun
2 stops
13h 32mPOS-BOS
$245
1/27Mon
2 stopsAmerican Airlines
16h 33mPOS-BOS
$247
2/27Thu
3 stopsUnited Airlines
23h 29mPOS-BOS
$248
12/16Mon
1 stopJetBlue
13h 23mPOS-BOS
$296
12/16Mon
2 stopsAmerican Airlines
12h 35mPOS-BOS
$351
12/30Mon
1 stopCopa Airlines
10h 14mPOS-BOS
$648

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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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