$259 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 11/10. 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
$483
Typical prices: $551-$772
Air Canada
Fri 2/27Tue 3/3
POS - BOS • 1 stop
Cheapest one-way
$259
Typical prices: $242-$325
Multiple Airlines
Mon 11/10
POS - BOS • 3 stops
When to travel
May
Cheapest • 27% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Boston!
Flight Deals
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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, Feb 27 - Tue, Mar 3
Air Canada Logo
2:15 am - 10:37 pmPOS-BOS
21h 22m1 stop
Air Canada Logo
10:45 am - 1:10 amBOS-POS
13h 25m1 stop
$483Air Canada
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Sat, Dec 20 - Wed, Dec 31
United Airlines Logo
1:30 am - 11:38 pmPOS-BOS
23h 08m1 stop
United Airlines Logo
7:25 am - 12:23 amBOS-POS
15h 58m1 stop
$533United Airlines
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Thu, Mar 26 - Wed, Apr 8
United Airlines Logo
12:30 am - 6:13 pmPOS-BOS
17h 43m1 stop
United Airlines Logo
7:40 am - 11:23 pmBOS-POS
15h 43m1 stop
$536United Airlines
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Fri, Mar 27 - Wed, Apr 8
JetBlue Logo
4:16 pm - 7:15 amPOS-BOS
14h 59m1 stop
JetBlue Logo
5:30 am - 2:51 pmBOS-POS
9h 21m1 stop
$563JetBlue
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Sat, Feb 28 - Tue, Mar 3
Copa Airlines Logo
2:16 pm - 10:10 pmPOS-BOS
32h 54m1 stop
Copa Airlines Logo
7:44 am - 1:46 amBOS-POS
17h 02m1 stop
$606Copa Airlines
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Sun, Dec 21 - Fri, Jan 2
Multiple Airlines Logo
10:10 am - 10:50 amPOS-BOS
25h 40m1 stop
Multiple Airlines Logo
7:34 pm - 8:20 pmBOS-POS
23h 46m2 stops
$641Multiple Airlines
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Fri, Mar 27 - Wed, Apr 8
American Airlines Logo
3:34 pm - 1:24 pmPOS-BOS
21h 50m2 stops
American Airlines Logo
7:23 pm - 2:00 pmBOS-POS
18h 37m2 stops
$669American Airlines
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Sun, Dec 21 - Fri, Jan 2
Multiple Airlines Logo
7:35 pm - 1:19 amPOS-BOS
30h 44m2 stops
Multiple Airlines Logo
3:07 pm - 1:44 amBOS-POS
9h 37m1 stop
$674Multiple Airlines
Find Deal
Sat, Feb 28 - Tue, Mar 3
American Airlines Logo
4:47 pm - 6:40 pmPOS-BOS
26h 53m2 stops
American Airlines Logo
4:20 pm - 3:30 pmBOS-POS
22h 10m2 stops
$770American Airlines
Find Deal
Fri, Dec 19 - Fri, Jan 2
Copa Airlines Logo
3:47 am - 1:24 pmPOS-BOS
10h 37m1 stop
Copa Airlines Logo
3:07 pm - 1:44 amBOS-POS
9h 37m1 stop
$1,575Copa Airlines
Find Deal
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 May, where tickets cost $414 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 $771 and $658 respectively. For return trips, the best month to travel is May with an average price of $414.

How far in advance should I book a flight to Boston?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Boston, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 17 days before departure.

Good to know

Low seasonSeptember
Cheapest flight$259
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 16% 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 3,583 direct flights from within Trinidad and Tobago to Boston. The most common day for departures is Sunday, 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
7.8Boarding
6.8Entertainment
8.1Crew
7.4Comfort
6.9Food
Airline reviews

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

8.0 ExcellentAnonymous, Oct 2025PTY - 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

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

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.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Flight left on time. Boarding was easy. Arrived to EWR 30 mins early. Luggage was deplaned in good time. Overall a very good experience.

Flight from Rome to SFO was excellent compared To our flight to Europe from SFO. The food was much tastier. You can see how UNITED is skimping, though. Instead of getting something mid flight you had to ask for it. It was not automatically served. There was a cookie at the end of the arrival meal, for example that tasted like it just came out of a box. They used to serve a little container of nuts, now … a tiny container of nuts, mixed with pretzels. This was business class that you really have to pay for! But this is minor complaints compared to the overall. My major complaint is the position of the even numbered seats by the windows. You have to turn around to see your window & the positioning as some other controls are harder to get at. This is compared to the odd number seat that are perfectly aligned.

The person I bought the ticket for didn’t make the flight.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

Excellent all round, first time flying United. App is very helpful.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

Delayed delayed delayed and no offer for food or vouchers

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

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

The free Wi-fi for Aeroplan members was a great touch. The time passed quickly. I found the seats seemed a little closer together than I remember. Not Air Canada's fault, but we were about 20 minutes late landing because the airport was too busy. We had to circle around for a while. The boarding and disembarking went very smoothly.

It was crazy, boarded over a hour late from scheduled departure. Then when arrived in BNA issued with getting off the plane…over 1/2 hour. Not looking forward to flying Air Canada, ever again.

Extremely turbulent landing. Crew was friendly and plane comfortable. Airport and US pre clearance was understaffed

The airplane is way too tight, you can hardly enter into your row to sit.. more like kids seats than adults.

taking our carryon and forcing us to check it through

Wifi was great. Kind air crew and comfortable seating. Also liked the entertainment options.

Great flight. Only complaint is it took over an hour for my luggage to get to the carousel on the return to LAX That was irritating

I knew I was going to fall asleep unsettlingly from exhaustion so I warned the guy next to me in advance. The attendant took to checking on me frequently and even insisted I take my snack because I said no while sleep hazed and then absolutely wanted it about 5 minutes later. He was So caring and kind to my situation!!

First message when all on board was that we didnt have a pilot, then they found one, then it was something about the bridge something not working, they will either fix or do manually. Flight of course was leaving late with all the cruise guests worrying about making it to their ship in time. Then only some luggage made it off the ship. Around 15 to 20 people waiting. 45 min later arrived except mine. I asked the rep at the luggage conveyor, he asked me my name. Then said it was not picked up with the first batch so they put it in a room. I was going to take public transport but now worried about time so took a taxi that cost me $65 USD

The flight was very smooth and good. Boarding was fast, but the staff was just decently friendly.

Traveling to a place near Boston?

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Everything you need to know for your flight to Boston

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