$279 Find Cheap Flights from Port of Spain to Massachusetts - Compare and Save

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KAYAK's insights & trends for Port of Spain to Massachusetts flights

Get data-powered insights and trends into flights from Port of Spain to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Port of Spain to Massachusetts?

Flight prices are typical for this route right now.

Flights to Massachusetts from Port of Spain usually cost between $284 and $654 in November.
The lowest price found in the past 5 days was $481 on United Airlines (Nov 15-Nov 26).

What is the cheapest month to fly from Port of Spain to Massachusetts?

The cheapest month for flights from Port of Spain to Massachusetts is January, when tickets cost $0 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $693 and $610 respectively.

Good to know

Low season

February

Cheapest flight

$279
Best time to beat the crowds with an average 44% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Port of Spain to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Port of Spain 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 Port of Spain to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Port of Spain 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 Port of Spain 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 Port of Spain 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 Port of Spain 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 Port of Spain to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Port of Spain to Massachusetts

 
Need help choosing which airline to fly with from Port of Spain 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 1544 reviews
7.4Comfort
6.9Food
8.1Crew
7.8Boarding
6.9Entertainment
Airline reviews

We were made to check our carry-on luggage because it did not fit the measurements. That’s what we were told, but I saw plenty of carry-on luggage on the plane that was the same size as ours

4.0 OkayAnonymous, Sep 2026
Read more Copa Airlines reviews

We were made to check our carry-on luggage because it did not fit the measurements. That’s what we were told, but I saw plenty of carry-on luggage on the plane that was the same size as ours

Flight Crew Review The crew was absolutely amazing from start to finish! They were friendly, professional, attentive, and genuinely made the flight feel comfortable and enjoyable. Every interaction was pleasant, and they went above and beyond to make sure passengers were taken care of. You could really tell that they cared about providing great service. I truly appreciate their kindness and professionalism and would be happy to fly with this crew again!

stood in line to check in luggage for nearly an hour. very poor service and not excusable

Same as the previous flight as far as comfort and food. Entertainment didn’t have a watchable screen so everything would need to be watched on your own device in which they didn’t have a charging port that accommodated my iPhone. Seats were very uncomfortable. Staff was very friendly.

Entire experience from check in to landing was amazing the flight crew was excellent and friendly. Seats were comfortable.

Do not book it’s a scam! They stole $1200 from me

Flight got delayed; had to go through security three times.

A lot things happened in this trip.The fly should be less stress.

Some of the Air hostesses are not that friendly. Need improvement

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

I missed my flight and had to buy new tickets Rome- Boston

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

Super friendly with lots of drink options an entertainment. Friendly crew.

I like flying first class, and United has a nice one

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

I was forced to check my carry-on backpack despite there being space - but it came out on the baggage carousel so fast it didn't even delay my pickup. Otherwise a good flight. Boarding began early (which was disadvantageous for me) but fine.

Excellent staff helping my 96 year old senior promptly with her oxygen needs

My original flight was canceled the day before due to mechanical issues. I had to rebook and spend $129 for a night at the airport Comfort Inn.

It was a good experience flying Air Canada for the first time

Flight operated by PAL. We boarded, and one engine started. The crew found some problem that could not be fixed. The flight was canceled. This run from yhz-bos is very unreliable.

My ticket did not exist when I got to the airport. I had to book another flight and was still charged by Kayak

Better entertainment & food options more may be adding chicken option or on vegetarian side good quality pasta

Customer service excellent. Food was poor. I received my luggage open with missing items.

My return flight experience was one of the worst times I have had traveling anywhere this year. Not because of the flight. It was because there was not enough time allocated to deplane, go through U.S. Customs and U.S. Security to get to the gate for the connecting flight to Boston which I missed, There was well less than an hour between my landing in Montreal from Prince Edward Island to my connecting gate. I even called Air Canada on the morning of my return and noted my concern over the short layover time, not more that 45 minutes. The initial flight was four minutes late. I was seated in the rear of the first aircraft, and it took at least 20 minutes to deplane. The U.S. Customs was a considerable distance from the gate at which we landed. The need for double security seemed unnecessary and redundant. The distance from the security to my gate was again fairly great, and the wrong gate number was listed on my boarding pass. The agent I approached at the flight that was going to Newark, New Jersey was too busy to answer my question as to what gate was for Boston. When I got to the right gate, they had just closed the door to the aircraft even though I arrived a minute late. If I knew the distance to Customs and from Security to the gate, I would have asked for a seat on the next available flight which was 4:30 pm. When I made my call at 6:00AM that morning. When I asked the agent at the Boston gate, he said that the 4:30 flight was already “OVERBOOKED!” I was put on an 8:30 PM flight and didn’t get home until MIDNIGHT. I then had to care for a barnful of hungry animals and didn’t get to bed until 2:00 AM.

I paid for a comfort class seat and was seated in economy.

Very smooth flight and the crew members were very welcoming.

Crew was friendly and helpful; cabin seemed roomy even in economy class.

Flight was delayed 3 hours. No food on plane besides snacks

Nice plane, with TV, comfortable seats and leg room. Updated regularly on time changes

What's not to like? Value?definitely. Every JetBlue member was extremely friendly on this flight. Very very nice new-ish aircraft,plenty of room. GOOD coffee. Entertainment,I didn't need it,but I think its available. What to do better? Well,there's nothing we can do about the other people, unbelievable how some folks are operating. Just don't allow people to lug all their stuff onto the aircraft. 1 bag. That's it. Be easier for you too. I personally would enjoy more options in schedule. One flight in and out a day is warranted given the local,I understand, but the times are inconvenient. Again, I completely understand why it is that way,It would however be great to have different options.

Had to wait over an hour in line for a Jet Blue agent to appear at the the counter. Ended up a customer service agent from another airline lines helped to check us in, and boarding pass,

I propose enhancing the legroom across the entire cabin seating area and expanding the snack selection. The airline companies should prioritize customer needs over the extravagant and unjustified salaries of upper management.

Good experience with this flight. Boarding was smooth with no issues. The short flight was good with quick drink & snack service. Nice easy way to get back from DC.

Staff was very responsive and nice. Long delay because of mechanical issues was a problem.

Very good flight that left on time and arrived earlier than anticipated, which was a plus! The crew members were very welcoming and helpful. However, the temperature on the flight was very cold - almost to the point of extreme discomfort. Additionally, requiring passengers to pay $8 for headphones to access the JetBlue entertainment was disappointing. Those earbud jacks are not used with most technology and would not be able to be used. There was no option to use Bluetooth for my own earbuds. Beyond those inconveniences, the flight was good.

From Edinburgh to Boston was pretty good, actually! From Boston to DCA? Not so much. More food offerings for those w/gluten issues please! I don’t do well w/wheat OR legumes so neither the pasta nor the lentils would have been good for me (or pleasant for those around me on a 6+ hour flight!). Staff on the Boston to DCA leg were brusque compared to those on the other 3 legs of my trip. Also, I paid $19/seat to select 2 seats on the Boston to DC leg and we didn’t get those Row 8 seats but were sat in ROW TWENTY-FIVE😕 Someone owes me $38!

To not have food or proper snacks on a 5 hour flight was the worst.

The crew was wonderful, the plane was fine. We left the gate on time, but we had to wait 40 minutes on the tarmac because of all the congestion at Boston.

Had to pay for WiFi, delayed start, and sat on the runway forever.

On time departure was much appreciated. However, as a frequent flyer and American Advantage member, I was as disappointed not to get an aisle seat.

Flight was cancelled due to a myriad of operational issues. You guys really suck

boarding sucked they lost my bag never flying Iberia again

Couldn't make the flight because connecting flight was canceled.

I thought American Airlines did well considering the adverse weather situation over July 21 and 22. I especially appreciated the consideration given to me when I got stuck in Miami on my way to Boston from Charleston, West Virginia. Thank you for providing a voucher for an overnight stay. Though it was only a few hours of sleep, it was very helpful. I was able to reschedule my medical appointment and got back to the Boston area on the 1st flight out of Miami as a standby passenger. It was very helpful that I was given number one priority on the standby list.

Plane features were VERY old and outdated. footrest cushion was completely lose, plane felt dirty and a bit grimy. i was in business class. the lead flight attendant, Mary made a few announcements that didn't seem to put the cabin at ease (it didn't necessarily bother me, but could have bothered others). she said "the seat cushions aren't FDA approved, so you have to put them on after we take flight." everyone had already applied the seat cushions, and saying something isn't approved for flight may cause alarm. she also said at one point over the announcement ... "we can't get up because we are too afraid of the jet stream impacts" -- again, not helpful to those who are nervous fliers.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Very hard to beat a British Airways international flight…the crews are always so amazing! One flight attendant that really stood out was Emma…she was very personable and accommodating with any request we had!!

More options for your flight from Port of Spain to Massachusetts

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