$222 Find Cheap Flights from Port of Spain to Massachusetts - Compare and Save

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 8/10. 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

Sat, Oct 24 - Sat, Oct 31
United Airlines Logo
12:30 am - 10:25 am
POS
-
BDL
33h 55m
2 stops
United Airlines Logo
6:10 am - 12:18 am
BDL
-
POS
42h 08m
2 stops
$352United Airlines
Mon, Jul 20 - Mon, Aug 3
JetBlue Logo
3:14 pm - 11:59 pm
POS
-
BDL
8h 45m
1 stop
JetBlue Logo
6:28 am - 1:36 pm
BDL
-
POS
7h 08m
1 stop
$357JetBlue
Mon, Jul 20 - Mon, Aug 3
American Airlines Logo
3:18 pm - 2:11 pm
POS
-
BDL
22h 53m
2 stops
American Airlines Logo
5:28 pm - 2:14 pm
BDL
-
POS
20h 46m
2 stops
$385American Airlines
Sun, Sep 13 - Tue, Sep 29
United Airlines Logo
12:30 am - 11:38 pm
POS
-
BOS
23h 08m
1 stop
United Airlines Logo
10:07 am - 11:23 pm
BOS
-
POS
13h 16m
1 stop
$390United Airlines
Mon, Aug 17 - Wed, Sep 30
United Airlines Logo
12:30 am - 12:24 pm
POS
-
BOS
11h 54m
1 stop
United Airlines Logo
7:25 am - 11:23 pm
BOS
-
POS
15h 58m
1 stop
$395United Airlines
Mon, Aug 24 - Mon, Sep 14
United Airlines Logo
12:30 am - 7:19 pm
POS
-
BOS
18h 49m
2 stops
United Airlines Logo
7:25 am - 11:23 pm
BOS
-
POS
15h 58m
1 stop
$400United Airlines
Sun, Aug 2 - Sun, Aug 9
United Airlines Logo
12:30 am - 11:30 pm
POS
-
BOS
23h 00m
1 stop
United Airlines Logo
6:05 am - 12:50 am
BOS
-
POS
18h 45m
1 stop
$410United Airlines
Thu, Jul 9 - Thu, Jul 16
United Airlines Logo
2:00 am - 4:38 pm
POS
-
BOS
14h 38m
1 stop
United Airlines Logo
5:45 am - 12:50 am
BOS
-
POS
19h 05m
2 stops
$411United Airlines
Sun, Aug 23 - Mon, Sep 14
United Airlines Logo
12:30 am - 11:38 pm
POS
-
BOS
23h 08m
1 stop
United Airlines Logo
7:25 am - 11:23 pm
BOS
-
POS
15h 58m
1 stop
$413United Airlines
Sun, Oct 25 - Sat, Oct 31
JetBlue Logo
3:45 pm - 11:33 pm
POS
-
BDL
7h 48m
1 stop
JetBlue Logo
6:00 am - 2:20 pm
BDL
-
POS
8h 20m
1 stop
$419JetBlue
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.

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 October and November, when the average cost of round-trip tickets is $515 and $446 respectively.

Good to know

Low seasonFebruary
Cheapest flight$222
Best time to beat the crowds with an average 46% drop in price.
Most popular time to fly and prices are also 11% lower on average.
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 4 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.
7.6
Copa AirlinesOverall score based on 1569 reviews
6.8Entertainment
6.9Food
8.1Crew
7.4Comfort
7.8Boarding
Airline reviews

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

4.0 OkayAnonymous, Jun 2026
PTY - AUS
Read more Copa Airlines reviews

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

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

horrible service, food was an embarrassment, no charging for cellphones, stay away

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

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!!

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

For whatever reason, I could not check in online. Kept getting the "It's not you it's us" message. Even when we tried the kiosk at the airport - same results. The check-in person had a very difficult time getting our boarding passes together despite the fact that we could show confirmation on the jetblue website. After a very long time we finally got boarding passes. The only other issue is, my vegetarian meal featured chicken.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

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

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

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

Information on your arrival and departure airports