$197 Find Cheap Flights from Trinidad to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Boston departing on 4/16. 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

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Cheap Flights from Trinidad to Boston

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Trinidad to Boston 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 Trinidad to Boston

Sat, May 2 - Tue, May 12
JetBlue Logo
5:38 pm - 7:41 am
POS
-
BOS
14h 03m
1 stop
JetBlue Logo
5:20 am - 1:35 pm
BOS
-
POS
8h 15m
1 stop
$345JetBlue
Thu, Jul 9 - Tue, Aug 18
United Airlines Logo
2:00 am - 11:16 am
POS
-
BOS
9h 16m
1 stop
United Airlines Logo
7:35 am - 11:23 pm
BOS
-
POS
15h 48m
2 stops
$346United Airlines
Fri, May 1 - Sun, May 10
United Airlines Logo
12:30 am - 9:59 pm
POS
-
BOS
21h 29m
2 stops
United Airlines Logo
7:25 am - 11:23 pm
BOS
-
POS
15h 58m
1 stop
$355United Airlines
Sat, May 2 - Sun, May 10
JetBlue Logo
5:38 pm - 7:41 am
POS
-
BOS
14h 03m
1 stop
JetBlue Logo
5:20 am - 1:35 pm
BOS
-
POS
8h 15m
1 stop
$359JetBlue
Sat, May 2 - Sun, May 10
JetBlue Logo
5:38 pm - 7:10 am
POS
-
BOS
13h 32m
1 stop
JetBlue Logo
5:20 am - 1:36 pm
BOS
-
POS
8h 16m
1 stop
$360JetBlue
Mon, Aug 31 - Sat, Sep 5
United Airlines Logo
12:30 am - 5:33 pm
POS
-
BOS
17h 03m
1 stop
United Airlines Logo
5:35 pm - 11:23 pm
BOS
-
POS
29h 48m
1 stop
$367United Airlines
Mon, Apr 27 - Thu, May 7
Copa Airlines Logo
3:44 am - 11:09 pm
POS
-
BOS
19h 25m
1 stop
Copa Airlines Logo
4:00 pm - 1:46 am
BOS
-
POS
9h 46m
1 stop
$372Copa Airlines
Mon, Apr 27 - Thu, May 7
United Airlines Logo
12:30 am - 12:16 pm
POS
-
BOS
11h 46m
1 stop
United Airlines Logo
8:25 pm - 11:23 pm
BOS
-
POS
26h 58m
2 stops
$377United Airlines
Fri, Jul 10 - Wed, Jul 29
United Airlines Logo
12:30 am - 9:39 am
POS
-
BOS
33h 09m
2 stops
United Airlines Logo
5:35 pm - 11:23 pm
BOS
-
POS
29h 48m
1 stop
$397United Airlines
Fri, Jun 19 - Sun, Jun 28
JetBlue Logo
7:41 pm - 7:42 am
POS
-
BOS
12h 01m
1 stop
JetBlue Logo
8:43 am - 6:29 pm
BOS
-
POS
9h 46m
1 stop
$400JetBlue
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$197
Best time to beat the crowds with an average 47% drop in price.
Most popular time to fly with an average 32% increase in price.
Flight from Port of Spain to Boston

FAQs for booking flights from Trinidad to Boston

  • How does KAYAK find such low prices on flights from Trinidad to Boston?

    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 to Boston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Trinidad to Boston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Trinidad 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 to Boston?

    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 Boston with an airline and back to Trinidad with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Trinidad to Boston?

    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 Boston from Trinidad 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 Trinidad to Boston

 
Need help choosing which airline to fly with from Trinidad to Boston? 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 1577 reviews
7.7Boarding
6.8Entertainment
6.8Food
7.4Comfort
8.1Crew
Airline reviews

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

2.0 MediocreTalicia, Mar 2026
PTY - RDU
Read more Copa Airlines reviews

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

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

Copa staff at PTY and one particular crew member were unhelpful & rude.

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

Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

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

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

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

I will never fly ANA again. They lost one of my large pieces of checked luggage, the heaviest one with the most valuable items in it, and they said they will not send me an email unless they can't find it, even though the paper they gave me to track the status of my lost luggage requires a code from an email they are supposed to send me so I can do baggage tracing. They claim to be an international airline, but they also insist on calling a Japanese telephone number to confirm where to send the lost baggage if they find it. It is impossible to find an actual contact email address for customer support on their website, and their AI chatbot is unhelpful, directing you to a webpage that says it is for contact information but does not have any actual email addresses or phone numbers listed on it. My seat in economy did not recline at all, even though I was not sitting in an exit row nor the very back row. I had to sit in the fully upright position for over ten hours of international travel. Awful experience overall.

I could not get the wifi to work. But like the screen on the seats.

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

The head flight attendant made the trip excellent. He was very accommodating.

Good quick flight on a small but comfortable plane. I'm 6'3 and had plenty of space.

Offered to check carry on to final destination. This is the most absurd thing in the world. I'm carrying on because I need what is in the carry-on. I'm okay with picking up at next stop but then I will be on much larger plane that can accommodate it. Also, if there is ever a change to your flight. Go to the airport and have the people there fix your ticket. Don't do it over the phone or online with United they screwed us up and ended up with flights for our last leg that took off before our first leg.

The economy seats on the 777 was not as cramped as I had feared, but the food was terrible.

Experience was great - no complaints. Took off on time, landed early. Got to the gate relatively quickly - took a little bit of extra time to deplane but nothing excessive.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

OK, we were delayed and had to de plane and reboard.

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

Flight cancelled 2 hours prior to boarding. No explanation. No refunds.

Well, its a hit or miss when boarding most of the time your employees just let everyone enter immediately In one bum rush. Then out of know where tell the passengers only let A can enter then b then c etc. So make a decision and stick to it. Do it by alphabet and have famn strick compliance. Let the public know. That makes easier on passengers.

Arrived as recommended at 8:15 a.m. for an 1115 flight, that kept getting delayed delayed and delayed and then finally canceled. Instructed for the split flight to go to Fort Lauderdale, and then find our way from there back to New York. I don't think I will ever trust flying with JetBlue again. This was my second horrific experience and I am really angry.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

Qatar does not answer phone calls and communicate with travelers about trip cancellations

The seats have so much room. They give great free snacks. Staff was so nice.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Ceiling fell down and had to have maintenance come and duct tape it up. No WiFi on the flight.

A first class seat should fit a fat person, and this doesn't. The trays in the armrest are less functional than an ordinary tray in the back of the seat.

The flight attendant was friendly and efficient. The temperature was kept nice and cool. The plane was nice, but filthy. There were visible spills on my tray table. The gate agent was somewhat rude with her announcements and in speaking with other customers.

I appreciate that I finally got the seat I paid extra for this time. Thank you

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

The experience at checkin for my American Airlines flight from Sacramento to LAX was very good including the assistance I received in getting my bags checked in and boarding passes printed. Was pleasantly surprised the my bags were checked through all the way to my destination at Clark International Airport in Angeles, Philippines.

Very poor food. Took more than 90 minutes for baggage to arrive at DFW

British Airways is an excellent airline. Comfort, food and airline personnel.

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

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

Got denied my flight was told on Google that Air Canada was supposed to book me a flight back home because I never was able to go to my destination. They did not help me whatsoever. I had to book a whole new flight for that reason I would write this is zero

The plane was delayed an hour. Heard from other passengers that the Vancouver connection to SFO was never on-time.

My experience was good with United too But only not so good thing was that at Calgary airport I was not given lounge access despite of flying business. Aspire lounge denied it to me, which was unfair I feel

We left over 2 hours late and they didn't even give us a complimentary snack, when getting to the desk I asked if I could be put in a row with only 1 other person or an empt y one I was told the flight was full when the last two rows were empty. All around over it

they were super helpful. Agents at the desk got me on an earlier flight and I was able to get home several hours earlier.

This is a great non-stop YVR-MIA. Very comfortable plane, and no transfer through a city that gets major winter weather!

Terrible…. Reported missing luggage’s with injectable meds that needed refrigeration. Yet, delivery could not be expedited. Luggage’s were delivered 5 days after arrival. The meds were useless as ice pack had melted. So disappointed!!!

Air Canada’s problems are not staff related by and large, no. The problem is tiny jets between the U.S. and Canada - yes, believe it or not they are still “international” (just ask our own Mango Maniac in power in the U.S.). The little aisle is compounded by a design flaw of a “dog leg” starting at seat 12. Woe be unto you if you sit here as passengers and attendants do not have sufficient room to not hit you in the face with backpacks. One thing I will say very positively about Air Canada is you still provide pillows and blankets on transcontinental flights to all, not just the elites. Your tiny improperly designed jets are also a problem flying city to city within Canada also. One can only say you remind us of a “Jet Blue” or “Spirit” experience. Also your luggage space is downright Byzantine! We will endeavor to avoid you and use other U.S. carriers, albeit charging more.

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