$274 Find Cheap Flights from Trinidad to Boston - 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 to Boston departing on 8/24. 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

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
Flight Deals

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

Tue, Dec 1 - Sun, Jan 24
Copa Airlines Logo
3:23 am - 10:02 pmPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
19h 39m1 stop Panama City Tocumen Intl
Copa Airlines Logo
2:43 pm - 1:19 pmBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
21h 36m1 stop Panama City Tocumen Intl
$449Copa Airlines
Thu, Nov 19 - Sun, Jan 10
United Airlines Logo
1:25 am - 12:46 amPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
24h 21m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
7:40 am - 12:23 amBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
15h 43m1 stop Houston George Bush Intcntl
$493United Airlines
Sat, Sep 19 - Fri, Sep 25
JetBlue Logo
3:50 pm - 12:01 amPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
8h 11m1 stop New York John F Kennedy Intl
JetBlue Logo
5:15 am - 2:15 pmBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
9h 00m1 stop New York John F Kennedy Intl
$493JetBlue
Thu, Nov 19 - Sun, Jan 10
United Airlines Logo
1:25 am - 7:14 pmPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
18h 49m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
6:33 pm - 12:23 amBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
28h 50m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
$493United Airlines
Wed, Oct 21 - Sun, Oct 25
Multiple Airlines Logo
3:50 pm - 11:54 pmPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
8h 04m1 stop New York John F Kennedy Intl
Multiple Airlines Logo
11:10 am - 12:01 amBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
12h 51m1 stop Toronto Pearson Intl
$503Multiple Airlines
Mon, Aug 24 - Mon, Sep 14
Air Canada Logo
1:25 am - 6:22 pmPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
16h 57m1 stop Toronto Pearson Intl
Air Canada Logo
10:50 am - 12:15 amBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
13h 25m1 stop Toronto Pearson Intl
$514Air Canada
Mon, Aug 24 - Mon, Sep 14
Air Canada Logo
1:25 am - 6:22 pmPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
16h 57m1 stop Toronto Pearson Intl
Air Canada Logo
5:50 am - 12:15 amBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
18h 25m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$517Air Canada
Sun, Aug 23 - Mon, Sep 14
Multiple Airlines Logo
1:25 am - 11:52 amPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
10h 27m1 stop Toronto Pearson Intl
Multiple Airlines Logo
5:15 am - 2:15 pmBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
9h 00m1 stop New York John F Kennedy Intl
$525Multiple Airlines
Fri, Nov 20 - Sun, Jan 10
American Airlines Logo
4:42 pm - 1:02 amPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
9h 20m1 stop Miami
American Airlines Logo
6:17 pm - 3:25 pmBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
20h 08m1 stop Miami
$526American Airlines
Wed, Oct 21 - Wed, Oct 28
Copa Airlines Logo
3:50 am - 11:02 pmPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
19h 12m1 stop Panama City Tocumen Intl
Copa Airlines Logo
8:47 am - 1:54 amBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
17h 07m1 stop Panama City Tocumen Intl
$612Copa Airlines
Useful Info

Good to know

Low season

February

Cheapest flight

$274
Best time to beat the crowds with an average 48% 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 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.
7.6
Copa AirlinesOverall score based on 1563 reviews
6.8Entertainment
8.1Crew
6.9Food
7.8Boarding
7.4Comfort
Airline reviews

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

4.0 OkayAnonymous, Jun 2026
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.

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

Great experience with a crew always thinking in the passenger

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

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

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!!

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

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.

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

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.

The flight was delayed but at least they let us know early about it (the night before)! Everything after that was smooth!

Air Canada was on schedule, fast, and took care of me the whole flight. With affordable price, I 100% recommend you fly Air Canada if you are able to.

Flight was delayed. But my finances flight with JetBlue a week before same route was extra delayed and then cancelled at 2am when his flight was suppose to take off at 7pm was never provided a hotel or anything. Came back to airport and his rescheduled flight was cancelled again for 2 days later. Was told since it was a weather issue they don’t do refunds. But that’s a lie because I booked him on another airline at the same time and they were able to take off perfectly fine

Separated a pair of family members(father and teenage daughter) on all legs of the flight that were booked together, just to create an upsell. Food was horrible and only catered to vegetarians and gluten free crowd. I’d rather give more of my money to another straight shooting airline.

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.

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.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Everett
Warwick
Hampton
Wells
Middletown
Waltham
Plymouth
South Portland
Brookline
Revere
Concord
Gloucester
Woburn
York Beach
Burlington
West Yarmouth
Danvers
Braintree
Somerville

Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston