$160 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 4/21. 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
Travelers love KAYAK
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Everything you should know

Cheapest round-trip
$266
Typical prices: $271-$564
United Airlines
Fri 5/1Tue 5/12
POS - BOS • 1 stop
Cheapest one-way
$160
Typical prices: $246-$386
United Airlines
Tue 4/21
POS - BOS • 2 stops
When to travel
December
Cheapest • 47% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Flight Deals
Booking Insights
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 1 - Tue, May 12
United Airlines Logo
12:30 am - 12:16 pm
POS
-
BOS
11h 46m
1 stop
United Airlines Logo
1:30 pm - 11:23 pm
BOS
-
POS
33h 53m
1 stop
$266United Airlines
Mon, Mar 9 - Tue, Mar 17
United Airlines Logo
12:30 am - 9:56 am
POS
-
BOS
33h 26m
2 stops
United Airlines Logo
6:00 am - 11:23 pm
BOS
-
POS
41h 23m
2 stops
$267United Airlines
Fri, May 1 - Tue, May 12
United Airlines Logo
12:30 am - 12:16 pm
POS
-
BOS
11h 46m
1 stop
United Airlines Logo
9:45 am - 11:23 pm
BOS
-
POS
13h 38m
1 stop
$271United Airlines
Fri, May 1 - Tue, May 12
United Airlines Logo
12:30 am - 12:16 pm
POS
-
BOS
11h 46m
1 stop
United Airlines Logo
7:30 am - 11:23 pm
BOS
-
POS
15h 53m
2 stops
$276United Airlines
Sat, May 2 - Tue, May 12
American Airlines Logo
3:47 pm - 10:20 am
POS
-
BOS
18h 33m
2 stops
American Airlines Logo
5:40 pm - 2:32 pm
BOS
-
POS
20h 52m
2 stops
$292American Airlines
Wed, Mar 18 - Wed, Mar 25
United Airlines Logo
12:30 am - 3:16 pm
POS
-
BOS
14h 46m
2 stops
United Airlines Logo
9:32 am - 11:23 pm
BOS
-
POS
13h 51m
1 stop
$294United Airlines
Fri, Feb 13 - Sat, Feb 21
JetBlue Logo
12:22 pm - 8:03 pm
POS
-
BOS
8h 41m
1 stop
JetBlue Logo
8:15 pm - 10:57 am
BOS
-
POS
13h 42m
1 stop
$304JetBlue
Wed, Mar 18 - Wed, Mar 25
Copa Airlines Logo
3:46 am - 11:10 pm
POS
-
BOS
19h 24m
1 stop
Copa Airlines Logo
8:44 am - 1:46 am
BOS
-
POS
17h 02m
1 stop
$322Copa Airlines
Wed, Mar 18 - Wed, Mar 25
United Airlines Logo
12:30 am - 5:19 pm
POS
-
BOS
16h 49m
2 stops
United Airlines Logo
6:00 am - 11:23 pm
BOS
-
POS
17h 23m
2 stops
$330United Airlines
Wed, Mar 18 - Wed, Mar 25
United Airlines Logo
12:30 am - 12:07 pm
POS
-
BOS
11h 37m
1 stop
United Airlines Logo
7:15 am - 11:23 pm
BOS
-
POS
16h 08m
1 stop
$337United Airlines
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 month to fly to Boston?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Boston, 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 to Boston is December, where tickets cost $272 on average for one-way flights. On the other hand, the most expensive months are March and August, where the average cost of tickets from Trinidad and Tobago is $735 and $658 respectively. For return trips, the best month to travel is December with an average price of $272.

Good to know

Low seasonSeptember
Cheapest flight$160
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 26% lower on average.
Flight from Port of Spain to Boston

FAQs - booking Boston flights

  • 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 3,328 direct flights from within Trinidad and Tobago to Boston. The most common day for departures is Monday, with 15% 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.
7.6
Copa AirlinesOverall score based on 1561 reviews
7.4Comfort
7.8Boarding
6.8Entertainment
8.1Crew
6.8Food
Airline reviews

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

6.0 GoodIrma, Jan 2026
PTY - MIA
Read more Copa Airlines reviews

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.

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 was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

This Japanese airline provides great service and very helpful in assisting their passengers.

Good crew. Boarding delays. Almost two hours wait for the bags in DC.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

I so appreciate the crew members on each flight of United. They are outstanding.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

Crew was clearly not loving their jobs at any point of the entire trip. Flight back from Mexico, I asked if they had food for sale for the 2.5+hr flight and they did not have any. The business class trip to Mexico also had noted that the catering company forgot to load food. The last leg of trip back had a similarly unhappy crew, a broken toilet, and my seat was broken (reclining would not lock which made landing a crossfit like event). This was a bad week for AA.

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Our flight was delayed 5 hours, very disorganized, bad communication, confusion. Only good thing was the crew.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

we were delayed because of some safety check that wasn't done or available

Qatar Airways only had spicy meals on the menu in economy class. You might want to get food in the airport before boarding.

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

very difficult boarding process - aggressive passengers not the friendliest crew

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.

Terrible canceled flight and lost my luggage. Flew me to Halifax. Tgat flight was delayed, had to spend night in airport chair.

Better entertainment & food options more may be adding chicken option or on vegetarian side good quality pasta

My seat was not comfortable. Flight was smooth. Regretfully we had two delays before takeoff

Amazing service, with enthusiastic crew members, and some breathtaking views of Vancouver. No IFE though, as it is only a 1 hour flight on a regional Turboprop jet.

They are very proactive and made our boarding easy and always notified us about any changes well in advance.

My seat was covered in vomit and I will be reaching out to Air Canada

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

Traveling to a place near Boston?

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