$199 Find Cheap Flights from Trinidad and Tobago 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 5/18. 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 Boston

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Boston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Boston, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Trinidad and Tobago to Boston

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

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
Thu, Jun 4 - Mon, Jun 8
American Airlines Logo
3:13 pm - 12:59 am
POS
-
BOS
9h 46m
1 stop
American Airlines Logo
5:01 am - 2:11 pm
BOS
-
POS
9h 10m
1 stop
$373American Airlines
Thu, Jun 4 - Tue, Jun 9
American Airlines Logo
3:13 pm - 12:59 am
POS
-
BOS
9h 46m
1 stop
American Airlines Logo
10:20 am - 11:00 pm
BOS
-
POS
12h 40m
2 stops
$377American 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 6
Air Canada Logo
1:25 am - 5:59 pm
POS
-
BOS
16h 34m
1 stop
Air Canada Logo
6:55 pm - 12:15 am
BOS
-
POS
29h 20m
1 stop
$414Air Canada
Mon, May 18 - Thu, Nov 5
Copa Airlines Logo
3:49 am - 11:08 pm
POS
-
BOS
19h 19m
1 stop
Copa Airlines Logo
3:07 pm - 1:44 am
BOS
-
POS
9h 37m
1 stop
$419Copa Airlines
Fri, May 29 - Sat, Jun 6
Air Canada Logo
1:25 am - 6:07 pm
POS
-
BOS
16h 42m
2 stops
Air Canada Logo
3:40 pm - 12:15 am
BOS
-
POS
32h 35m
2 stops
$421Air Canada
Wed, Jun 3 - Mon, Jun 8
United Airlines Logo
12:30 am - 11:59 pm
POS
-
BOS
23h 29m
2 stops
United Airlines Logo
8:26 pm - 11:23 pm
BOS
-
POS
26h 57m
2 stops
$423United Airlines
Wed, Jun 3 - Tue, Jun 9
United Airlines Logo
12:30 am - 11:59 pm
POS
-
BOS
23h 29m
2 stops
United Airlines Logo
5:35 pm - 11:23 pm
BOS
-
POS
29h 48m
1 stop
$425United Airlines
Fri, May 29 - Sat, Jun 6
Air Canada Logo
1:25 am - 11:46 am
POS
-
BOS
10h 21m
1 stop
Air Canada Logo
6:50 pm - 12:15 am
BOS
-
POS
29h 25m
2 stops
$446Air Canada
Booking Insights

KAYAK's insights & trends for flights to Boston

Get data-powered insights and trends for flights to Boston to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Boston?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Boston was found on the route from Port of Spain, at $369 return. The most popular connection is from San Francisco to Boston and KAYAK users have found round-trip deals for as low as $293 in the last 3 days.

Good to know

Low seasonFebruary
Cheapest flight$199
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 Boston flights

  • What is the cheapest flight to Boston?

    In the last 3 days, the cheapest flight deal to Boston was found on the route from Port of Spain, at $369 return. The most popular connection is from San Francisco to Boston and KAYAK users have found round-trip deals for as low as $293 in the last 3 days.

  • How far is Boston Logan Intl Airport from central Boston?

    There are 3 miles between Boston city center and Boston Logan Intl Airport.

  • What is the name of Boston’s airport?

    There is only 1 airport in Boston, called Boston Logan Intl Airport (BOS). It can also be referred to as Boston Logan, General Edward Lawrence Logan Intl, or Logan Intl.

  • How does KAYAK find such low prices on flights 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 to Boston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Boston are there each week?

    Each week there are around 11,367 direct flights from within Trinidad and Tobago to Boston. The most common day for departures is Sunday, with 17% of flights taking off on this day.

Top tips for finding cheap flights to Boston

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Boston flight deals.

Reviews of the top 5 airlines serving from Trinidad and Tobago to Boston

 
See real verified KAYAK customer reviews for airlines flying to Boston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Trinidad and Tobago to Boston. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with 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 1580 reviews
6.8Entertainment
8.1Crew
7.8Boarding
6.8Food
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.

Boarding was a mess, they call all priority members without distinction so gold, platinum, silver were all mixed together in a long line which defeats the purpose

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

Friendly crew, good food options, food not the best and seats not as comfy but that’s typical.

The food is terrible I ask for water never got transport my mother we’re late and my sister from Lima was the worst waiting to long for wheelchair

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.

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.

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

Outstanding service, great food, friendly & efficient crew, safe & comfortable flight

Staff were not attentive, wifi did not work, cut my head in the bathroom due to the position of the soap on the sink, had blood running down my face, told staff, they had no expression no sympathy, didn't even say "sorry", they said "oh we will have a look at that" about 10 mins later the purser brought me a bandaid, still no sorry.... Shocking

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

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

Not having an assigned seat until boarding and then having to check my bag.

Boarding was done extremely poorly, with huge crowds gate loiterers blocking people from boarding, multiple lines of people trying to merge into one line. One of the male flight attendants who was doing drink service was not happy about having to let a passenger back to their seat and was unnecessarily sassy about it. I thought he was pretty entitled and not a great ambassador for JetBlue

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

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

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

we were an hour delayed after boarding and given no reason. Headsets cost money. Also there were openrows with no one setting in them but we were told we were not allowed to swtich.

Flight was smooth, amenities (entertainment options and power outlets) were good, sears decent)

Flight team was very courteous only complaint wS the boarding process and mandatory bag check

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

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

Poor... food was horrible, boarding very slow, service on board mediocre

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

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

Traveling to a place near Boston?

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Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston