$240 Find Cheap Flights from Trinidad and Tobago to Massachusetts

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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
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Good to know

Low season

March

High season

July

Cheapest flight

$240
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 18% 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 from Trinidad and Tobago 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 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 from Trinidad and Tobago 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 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 from Trinidad and Tobago to Massachusetts 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 1430 reviews
7.8Boarding
6.8Food
8.1Crew
6.8Entertainment
7.4Comfort
Airline reviews

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

10.0 ExcellentAnonymous, Feb 2025PTY - IAD
Read more Copa Airlines reviews

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

Check in person said there would be lunch. We were first class passengers and lunch was chips.

Flight attendant -José? - was over the top friendly and professional. Beautiful new plane with lie flat seats in Business (worth it!)

Horrible food. No wine or any other alcohol is served on the flight. Water is not served often and they refused when I asked for water in two cups. On the other hand, both going and coming back flights were on time.

The plane doesn’t have screens but you can use your decide for entertainment. Pack a snack too since they don’t offer any, and the meal is pretty small and you will get hungry

Biggest issue was that they only had two restrooms in the back of the aircraft. Too many people for only two restrooms. The trash was overflowing and there was paper on the floor too. Long lines in the isle to use it. Food was also a bit meh. They don’t offer snacks with drinks, so you might want to buy a snack to hold you off on a longer trip, since the meals are very small.

Great! The airline is very spacious and the crow was good.

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.

Not being in the back row and having to pay for a better seat

On the trip to Rosario, we raw dogged it for 7 hours. No wifi, no charging outlets, Gilbert girls on every third row monitor with no audio. It was better on the return flight—at least we had screens and earplugs.

My priority checked bag was not loaded on the flight. I had to sit in baggage claim in Las Vegas for 2 1/2 hours waiting for the next flight. All baggage staff were very helpful, tracking showed it as scanned for loading. Nobody told me why it wasn't on my flight.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

headphone jack didnt work for the first flight and not much variety

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

I had a bad experience with the security at IAH and felt like a sardine on all 4 legs of my journey.

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

Well, this is my second flight from THE first one that I took and this one was from Manila to Guam. The flight was comfortable. I did end up in first class. However, I had to fight for it a little bit, but when I went to Guam, I had to stay an extra night there, which was accommodated by united Which I'm pleased for that. The only thing that I have to say is when a situation happens with a cancelation. And you got first class guests very important that you accommodate and make sure that they have their flights before everybody else does, because we pay big money for the service and it is not cheap also. Take note There are things that we have planned as well. So this kind of damaged the tail end of my vacation, which I lost out in $2500 worth of car rentals hotel fair in Honolulu, Hawaii. I'm really hoping that I can be reimbursed at least that money from the insurance that I have on the trip through united. I will be submitting that in as well. When I'm back in the United States, because I'm currently in Guam. Staying good night. I'm waiting for my next flight out. For tomorrow morning..

I don’t understand the purpose of the orange “priority” tag on my bag. This tagged, my bag is last or near to the last bag to come down the carousel at IAH.

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

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.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

Good experience but the snacks are not gluten free, so I cannot eat them.

Between Las Vegas and Dallas was okay But, once in the Dallas airport, notice, I have disability and ask for a wheelchair, they leave in a middle of nowhere, the personal in charge try to push me on a cart where I couldn't sit because was to high. Then they don't care about me, they bulling, till I start to yelling and crying, ask to everyone around, who can help me. The man in charge make a despective movements and said you are to loosing the fly. The last name in his batch started with an H, I did not have the full name. A nightmare. After all, a woman in charge was walking very slowly and asking me for a tip cause she was helping me to reach the fly. For years, AA has been the preferred airline. The personal in charge of the disabled people are discriminate me. Thank you Kayak.

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

American Airlines Suck. AA did not deliver us to the airport we paid for to Tulum. Instead, we were flown into Cancun and had to take a shuttle to Tulum. Instead of arriving at 4 PM, we arrived at 11:30 PM - not to mention that our initial booked flight was due into Tulum at noon. The latter flight was canceled and rebooked (to the 4 PM arrival). We lost a day of vacation. Oh, I forgot that AA provided a lunch voucher for $12. Noting, the least expensive item on the menu at the airport restaurant was green beans for $9.99. The return flight from Tulum was delayed two or three times for no reason other than that it was NOT related to the weather. We arrived late for our connecting flight from DFW to STL. Luckily, the connecting flight was delayed. We hurried through Customs and ran through the airport to make our flight to STL (or we would have missed that flight).

This was an overnight flight. There was no meal service in first class, just a simple snack basket was offered along with beverages. There should have been some type of continental breakfast prior to arrival in PHL. As an Executive Platinum American Airlines Advantage member, I received no name recognition from the first class flight attendant. When disembarking at PHL, the flight attendants were more interested in their cell phones than saying "thank you" to the passengers as they disembarked.

Flight boarded from Gate 39 at OGG, the farthest gate in the terminal. There were no Hawaiian themed amenities for the flight. The first class service was mediocre at best; I received not special welcome or recognition as an executive platinum member of American Advantage program. The flight attendants were more concerned with their cell phones than saying "thank you" to the passengers as we disembarked. Fortunately, the flight arrived at LAX a few minutes early.

I was a little disappointed of not having an android charger. Only one it was for an iPhone. I've flown American in the past and had access to one.

The flight was quick and to the point. The crew just did their job w/o excessive talking and everything was just perfect.

My seat was horrible. I think it was broken in several places. Other than that, the crew was great and the plane was clean

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

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.
8/3Sun
1 stopUnited Airlines
23h 17mPOS-BOS
9/13Sat
1 stopUnited Airlines
33h 52mBOS-POS
$443
8/3Sun
1 stopUnited Airlines
21h 30mPOS-BOS
9/15Mon
2 stopsUnited Airlines
41h 23mBOS-POS
$472
8/3Sun
1 stopUnited Airlines
21h 30mPOS-BOS
9/18Thu
1 stopUnited Airlines
15h 43mBOS-POS
$500
8/4Mon
1 stopCopa Airlines
15h 42mPOS-BOS
9/15Mon
1 stopCopa Airlines
9h 59mBOS-POS
$566
8/5Tue
1 stopAmerican Airlines
13h 43mPOS-BOS
9/15Mon
2 stopsAmerican Airlines
20h 57mBOS-POS
$621
4/23Wed
1 stop
10h 27mPOS-BOS
5/1Thu
1 stop
22h 18mBOS-POS
$651
8/7Thu
1 stopJetBlue
8h 38mPOS-BOS
9/13Sat
1 stopJetBlue
14h 04mBOS-POS
$664
8/7Thu
1 stopJetBlue
8h 38mPOS-BOS
9/18Thu
1 stopJetBlue
14h 04mBOS-POS
$676
4/24Thu
2 stops
21h 08mPOS-BOS
5/1Thu
2 stops
30h 40mBOS-POS
$690
8/5Tue
1 stopAmerican Airlines
9h 20mPOS-BOS
9/15Mon
1 stopAmerican Airlines
9h 15mBOS-POS
$704

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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.
6/8Sun
1 stopCopa Airlines
10h 30mPOS-BOS
$240
6/8Sun
2 stopsUnited Airlines
41h 33mPOS-BOS
$255
6/9Mon
1 stopAmerican Airlines
23h 13mPOS-BOS
$258
3/15Sat
2 stops
29h 13mPOS-BOS
$320
3/15Sat
3 stops
33h 22mPOS-BOS
$324
3/23Sun
1 stopUnited Airlines
19h 07mPOS-BOS
$338
3/23Sun
2 stopsUnited Airlines
24h 20mPOS-BOS
$339
3/19Wed
2 stopsUnited Airlines
13h 41mPOS-BOS
$340
3/24Mon
2 stopsAmerican Airlines
22h 31mPOS-BOS
$343
3/19Wed
1 stopCopa Airlines
15h 43mPOS-BOS
$403

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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.
3/14Fri
multi-stop
9h 02mPOS-BOS
3/19Wed
multi-stop
14h 27mBOS-POS
$576
3/13Thu
multi-stopUnited Airlines
23h 00mPOS-BOS
3/19Wed
multi-stopUnited Airlines
33h 58mBOS-POS
$626
3/13Thu
multi-stop
24h 31mPOS-BDL
3/15Sat
multi-stop
28h 01mBDL-POS
$663
3/12Wed
multi-stopUnited Airlines
33h 13mPOS-BDL
3/15Sat
multi-stopUnited Airlines
51h 38mBDL-POS
$670
3/14Fri
multi-stop
9h 02mPOS-BOS
3/19Wed
multi-stop
14h 15mBOS-POS
$712
3/13Thu
multi-stopUnited Airlines
21h 30mPOS-BOS
3/19Wed
multi-stopUnited Airlines
17h 53mBOS-POS
$735
3/14Fri
multi-stop
34h 10mPOS-BOS
3/19Wed
multi-stop
14h 15mBOS-POS
$798
3/14Fri
multi-stopAmerican Airlines
19h 47mPOS-BOS
3/19Wed
multi-stopAmerican Airlines
8h 45mBOS-POS
$801
3/13Thu
multi-stopUnited Airlines
16h 47mPOS-BOS
3/19Wed
multi-stopUnited Airlines
17h 53mBOS-POS
$844
3/14Fri
multi-stopAmerican Airlines
9h 32mPOS-BOS
3/19Wed
multi-stopAmerican Airlines
8h 45mBOS-POS
$879

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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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