$242 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 12/23. 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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Everything you should know

Cheapest round-trip
$242
Typical prices: $274-$562
United Airlines
Thu 2/12Sat 2/21
POS - BOS • 2 stops
Cheapest one-way
$181
Typical prices: $258-$309
United Airlines
Tue 12/23
POS - BOS • 2 stops
When to travel
December
Cheapest • 31% price drop
August
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

Thu, Feb 12 - Sat, Feb 21
United Airlines Logo
1:30 am - 11:57 pm
POS
-
BOS
23h 27m2 stops
United Airlines Logo
7:48 am - 12:23 am
BOS
-
POS
15h 35m2 stops
$242United Airlines
Fri, Feb 13 - Sat, Feb 21
JetBlue Logo
8:50 am - 8:03 pm
POS
-
BOS
12h 13m1 stop
JetBlue Logo
8:15 pm - 10:57 am
BOS
-
POS
13h 42m1 stop
$248JetBlue
Thu, Feb 12 - Sat, Feb 21
United Airlines Logo
1:30 am - 11:57 pm
POS
-
BOS
23h 27m2 stops
United Airlines Logo
4:25 pm - 12:23 am
BOS
-
POS
30h 58m2 stops
$253United Airlines
Fri, Feb 13 - Sat, Feb 21
JetBlue Logo
8:50 am - 8:03 pm
POS
-
BOS
12h 13m1 stop
JetBlue Logo
8:15 pm - 7:17 am
BOS
-
POS
10h 02m1 stop
$256JetBlue
Thu, Feb 12 - Sat, Feb 21
United Airlines Logo
1:30 am - 12:46 pm
POS
-
BOS
36h 16m2 stops
United Airlines Logo
7:48 am - 12:23 am
BOS
-
POS
15h 35m2 stops
$259United Airlines
Fri, Feb 13 - Sat, Feb 21
JetBlue Logo
8:50 am - 8:03 pm
POS
-
BOS
12h 13m1 stop
JetBlue Logo
8:15 pm - 7:17 am
BOS
-
POS
10h 02m1 stop
$263JetBlue
Fri, Feb 13 - Sat, Feb 21
American Airlines Logo
4:40 pm - 1:11 pm
POS
-
BOS
21h 31m2 stops
American Airlines Logo
5:00 pm - 3:39 pm
BOS
-
POS
21h 39m2 stops
$291American Airlines
Sat, Dec 27 - Tue, Jan 20
United Airlines Logo
1:30 am - 11:38 pm
POS
-
BOS
23h 08m1 stop
United Airlines Logo
7:07 pm - 12:23 am
BOS
-
POS
52h 16m2 stops
$297United Airlines
Sat, May 9 - Wed, May 13
American Airlines Logo
3:10 pm - 11:27 am
POS
-
BOS
20h 17m2 stops
American Airlines Logo
6:15 pm - 2:00 pm
BOS
-
POS
19h 45m1 stop
$298American Airlines
Thu, Feb 12 - Sat, Feb 21
United Airlines Logo
2:20 am - 10:55 am
POS
-
BOS
9h 35m1 stop
United Airlines Logo
7:48 am - 12:23 am
BOS
-
POS
15h 35m2 stops
$332United 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 $370 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 $659 respectively. For return trips, the best month to travel is December with an average price of $370.

Good to know

Low seasonSeptember
Cheapest flight$181
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 23% increase in price.
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.

  • What is the cheapest day to fly to Boston?

    Based on KAYAK data, the cheapest day to fly to Boston is Thursday where tickets can be as cheap as $531. On the other hand, the most expensive day to fly is Monday, where prices are $657 on average.

  • 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.

  • What is the cheapest time of day to fly to Boston?

    The cheapest time of day to fly to Boston is generally at night, when flights cost $580 on average. The most expensive time of day to fly to Boston is generally in the morning, which is peak travel time and where the average cost of a ticket is $680.

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

    Each week there are around 3,720 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 1556 reviews
7.4Comfort
6.8Entertainment
6.8Food
7.8Boarding
8.1Crew
Airline reviews

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

8.0 ExcellentAnonymous, Oct 2025
PTY - IAD
Read more Copa Airlines reviews

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.

Seats not reclining, no vegetarian food option, no snacks. 7.5 hr flight should have been more comfortable. Luggage limits are unusually small. Will never fly Copa again and will tell friends and family to avoid this airline.

We paid extra with copa for seats near one another The plane was changed and we lost our seats We were all Separated. We have not received a refund for our seats despite emailing and calling.

Tell people to remain in their seats during the meal/beverage distribution. Enforce boarding by group numbers. No one was checking. Tell people to turn their electronics speakers off. Bigger cups for drinks.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

Movie selection is good. Crew did not understand mileage program and were no help. Sick later. Food?

Staff on board was excellent. Positive upbeat helpful- like it used to be.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

For an expensive flight to another country, United has a lot of nerve serving pretzels and no meals (unless, of course, you want to buy something to eat). Unacceptable.

The food is terrible. The same pasta or chicken with bad taste and presentation

United have really come back. Airport and boarding process is clear and good, app and information also very good

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

It was probably one of the worst flights I’ve been on. The restrooms were never cleaned or stocked. The food was very subpar, and i usually enjoy airline food, so I was disappointed. It was just all around a bad experience. The only saving grace was the flight attendants.

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

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

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

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

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

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

Baggage delayed we had to catch our cruise without any clothes 😒

Air Canada Rouge is great. Toronto Airport is the usual nightmare

Good but need to be better with the flight times.

The staff could not have been any friendlier. Lots of usb ports on our aircraft.

The staff was great and made the long trip easy peasy!

Air Canada cancelled our flight and reschedule it 26 hours later that completely interrupted my family's long waited Japan trip, it wasn't due to natural reason such as weather but under the company's control. On the day we wasted 9 hours of our time from 6am to 3pm, including a few hours in the customer counter waiting for supervisor to handle our rescheduling. When we came to the counter for rebooking help there were at least 4 employees on the counter but we were told they were not trained to handle customer rebooking, we were also told the supervisor could come 10:30 to handle our rebooking, but she showed up more than one hour later, the end result was exactly the same so the few hours we spent waiting for her was completely wasted; We already prepaid hotel and all the tickets for the our stay in Tokyo so all of the cost for the first day is completed wasted; The $80 meal voucher issues was far less than our financial loss due to the financial cancellation, and it was not surprisingly invalid (as Your company screw up everything possible along the flight), the vouchers were supposed to last 72 hours, when we tried to used it at our lounge next day less than 24 hours from its issuing at a designated restaurant, the worker there couldn't scan the vouchers after multiple tries on all 4 vouchers issued, so we had to pay the food from our own money; For the two return flights they were also full of unfortunate events that caused bad experience and further delay and waste of our time, both flights departed late and the last leg had another significant delay of more than half an hour after touchdown, the gate was for some reason not available so we waited more than half an hour, when we got out of plane it was almost one hour later than the supposed arrival time; The gate you arranged is the farthest in Vancouver airport, also was the luggage pickup location in Seattle airport; We also called customer service for rescheduling help and after a long time wait (more than an hour) we got a call back but the CS representative was equally clueless and unhelpful. Other than a fatal crash, your company couldn't do anything right and provided the worst service possible among the tons of flights we have taken in our lives.

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