$211 Find Cheap Flights from Port of Spain 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 Port of Spain to Massachusetts departing on 6/12. 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
1 adult, Economy, 0 bags

KAYAK searches 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 in flight searches from Port of Spain to Massachusetts, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Port of Spain to Massachusetts, as well as popular online travel agencies
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Flight Deals

Book Cheap Port of Spain to Massachusetts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Port of Spain to Massachusetts that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Port of Spain to Massachusetts

Mon, Jun 8 - Thu, Jul 9
United Airlines Logo
12:30 am - 9:48 am
POS
-
BOS
33h 18m
2 stops
United Airlines Logo
8:15 pm - 11:23 pm
BOS
-
POS
27h 08m
2 stops
$368United Airlines
Fri, May 29 - Sat, Jun 6
United Airlines Logo
12:30 am - 9:56 pm
POS
-
BOS
21h 26m
2 stops
United Airlines Logo
5:47 am - 11:23 pm
BOS
-
POS
17h 36m
1 stop
$369United Airlines
Wed, Jun 3 - Mon, Jun 8
American Airlines Logo
3:12 pm - 10:10 am
POS
-
BOS
18h 58m
1 stop
American Airlines Logo
5:01 am - 2:11 pm
BOS
-
POS
9h 10m
1 stop
$373American Airlines
Wed, Jun 3 - Mon, Jun 8
American Airlines Logo
3:12 pm - 7:39 am
POS
-
BOS
16h 27m
2 stops
American Airlines Logo
6:00 am - 11:00 pm
BOS
-
POS
17h 00m
1 stop
$377American Airlines
Sun, Jun 7 - Fri, Jul 10
American Airlines Logo
3:13 pm - 10:05 am
POS
-
BOS
18h 52m
1 stop
American Airlines Logo
5:10 am - 10:33 pm
BOS
-
POS
17h 23m
1 stop
$378American Airlines
Mon, May 18 - Thu, Nov 5
United Airlines Logo
12:30 am - 12:16 pm
POS
-
BOS
11h 46m
1 stop
United Airlines Logo
7:10 am - 12:23 am
BOS
-
POS
40h 13m
2 stops
$386United Airlines
Fri, May 29 - Sat, Jun 13
Air Canada Logo
1:25 am - 11:46 am
POS
-
BOS
10h 21m
1 stop
Air Canada Logo
5:00 pm - 12:15 am
BOS
-
POS
31h 15m
1 stop
$414Air Canada
Fri, May 29 - Sat, Jun 13
Air Canada Logo
1:25 am - 6:07 pm
POS
-
BOS
16h 42m
2 stops
Air Canada Logo
6:55 pm - 12:15 am
BOS
-
POS
29h 20m
1 stop
$418Air Canada
Fri, May 29 - Sat, Jun 6
Multiple Airlines Logo
1:25 am - 11:59 pm
POS
-
BDL
22h 34m
2 stops
Multiple Airlines Logo
6:00 am - 1:25 am
BDL
-
POS
19h 25m
3 stops
$3,418Multiple Airlines
Sat, May 30 - Sat, Jun 6
Multiple Airlines Logo
6:00 am - 11:59 pm
POS
-
BDL
17h 59m
3 stops
Multiple Airlines Logo
6:00 am - 1:25 am
BDL
-
POS
19h 25m
3 stops
$3,741Multiple Airlines
Booking Insights

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?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Port of Spain to Massachusetts departing in June.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Port of Spain to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

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 July and October, when the average cost of round-trip tickets is $553 and $515 respectively.

Good to know

Low seasonFebruary
Cheapest flight$211
Best time to beat the crowds with an average 46% drop in price.
Most popular time to fly with an average 35% 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

 
See real verified KAYAK customer reviews for airlines flying from Port of Spain to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. 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 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.
7.5
Copa AirlinesOverall score based on 1582 reviews
6.8Entertainment
8.1Crew
6.8Food
7.8Boarding
7.4Comfort
Airline reviews

I was flying business class, and the French fellow passengers were super noisy. It was not a comfortable flight. And the crew was not helpful.

2.0 MediocreFiruz, Apr 2026
MEX - PTY
Read more Copa Airlines reviews

I was flying business class, and the French fellow passengers were super noisy. It was not a comfortable flight. And the crew was not helpful.

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

Boarding was confusing from staff telling going to preboard and than to group 1 Airplane was not cooling at the beginning

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.

I always enjoy flying Copa. There are very few airlines where I can enjoy a comfortable sleep in-flight. The snacks weren't the best, but they sufficed. The in-flight entertainment was fantastic, and I crossed another movie off my watch list.

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

They were super friendly bumped me up to exit row free of charge, All flight legs were on time

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Seats were not super comfortable and food was not good at all. If I had a chance I would definitely fly a different airline. Of course they are better than any budget airline, but not by much.

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

Very friendly and helpful staff on board and United was excellent when I missed my onward flight due to the delay in London. Very well organised meant much less stress

Flew steerage class. Short on leg room unless you pay more. No window unless you pay more. Etc. United is trying to squeeze every cent from you. It doesn’t make for any loyalty.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

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

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

Everything was fine except the end of the flight. We spent more than an hour circling around Miami due to weather conditions. That was not good.

They lost my bag. ... And I asked them 3 times to 3 different people if my checked bag will maKe it all the way - they all confirmed and at the end it was left at the connection... Bravo

Cancelled BOYH legs of our flight home 30 min before initial boarding

Cancelled the flight half hour before boarding. Then cancelled the connecting flight too.

Delayed due to weather in Dallas (arriving flight arrived late), then boarded the plane only to deboard immediately afterwards, tire needed to be replaced. Flight supposed to depart at 6:15pm but departed at 9:35pm.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

Flight itself was not bad at all. However: my checked bag (checked in Calgary) did not make it onto this flight as I found out after I landed at EWR. I still don't have it but it appears that it is on its way to me.

Flight and attendance were very good we had 2 hour delay that took the shine of it

After 3 hours of delays, they ended up cancelling my flight. And although I could purchase one-way tickets to get to my destination, they would not offer me these flights as compensation for the cancelled flight, and I didn't end up making it home until 13 hours after I was originally supposed to arrive. It made for an extremely strenuous end to an otherwise good trip.

Be careful about the bad policy and when purchasing seats

Very disappointed with premier lounge. Food selection very poor, both coffee machines out of order. For the price you charge for an upgrade, the seats don’t fully recline, movie selection is old. Not very good value. Asian airlines are light years ahead at a more affordable price.

The seat design in the premium economy section leaves virtually no room under the seat to store a bag or purse. Other than that, it was a great flight. Arrived early.

The flight was delayed, but not for weather. We landed over 3hrs later than planned.

The stag were helpful, kind and liked the passengers. The plane was pristinely clean! Great flight!

My flight was delayed more than once, but Air Canada updated us regularly. Friends on other airlines had much worse experiences.

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

Given us a free miles or free flight for waiting for 9 hours I didn’t get home till 5am in the morning and I was supposed to be home at 9:30 touch down.

Easy experience even with the outbound flight being delayed. The seating and space was comfortable and the crew seemed very nice and helpful.

I have always loved JetBlue and had no complaints on my last trip… I will always recommend then. Thank you JetBlue

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

Everything you need to know for your flight from Port of Spain to Massachusetts

Information on your arrival and departure airports