BOS - POS

$185 Find Cheap Flights from Boston to Port of Spain

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Port of Spain departing on 5/16. 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to Port of Spain

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Port of Spain, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Port of Spain, as well as popular online travel agencies
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Cheap Flight Deals from Boston to Port of Spain (BOS-POS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Port of Spain 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.

Recent round-trip flight deals from Boston to Port of Spain

KAYAK's recommended round-trip deals from the most popular airlines that fly from Boston to Port of Spain.
Discover the best prices for you by selecting your travel dates on KAYAK.
Air Canada Logo
10:20 am - 1:25 amBOS-POS
15h 05m2 stops
Air Canada Logo
2:25 am - 9:57 pmPOS-BOS
19h 32m2 stops
$417Air Canada
Find Deal
Fri, May 23 - Mon, May 26
Air Canada Logo
4:30 pm - 1:25 amBOS-POS
8h 55m1 stop
Air Canada Logo
2:25 am - 9:55 amPOS-BOS
31h 30m1 stop
$427Air Canada
Find Deal
Fri, May 23 - Sun, Jun 1
Copa Airlines Logo
3:55 pm - 1:47 amBOS-POS
9h 52m1 stop
Copa Airlines Logo
3:44 am - 7:26 pmPOS-BOS
15h 42m1 stop
$447Copa Airlines
Find Deal
Tue, May 27 - Thu, Jun 5
United Airlines Logo
9:03 am - 11:23 pmBOS-POS
14h 20m2 stops
United Airlines Logo
12:30 am - 4:43 pmPOS-BOS
16h 13m2 stops
$513United Airlines
Find Deal
Tue, Aug 12 - Thu, Aug 21
JetBlue Logo
6:10 am - 6:04 pmBOS-POS
11h 54m1 stop
JetBlue Logo
8:50 am - 8:59 pmPOS-BOS
12h 09m1 stop
$524JetBlue
Find Deal
Sun, Jun 15 - Wed, Jun 25
American Airlines Logo
5:13 am - 3:55 pmBOS-POS
10h 42m1 stop
American Airlines Logo
3:20 pm - 11:04 amPOS-BOS
19h 44m2 stops
$529American Airlines
Find Deal
Fri, Aug 22 - Tue, Sep 9
American Airlines Logo
6:15 pm - 2:15 pmBOS-POS
20h 00m2 stops
American Airlines Logo
3:15 pm - 8:36 amPOS-BOS
17h 21m2 stops
$534American Airlines
Find Deal
Wed, Jun 4 - Sun, Jun 8
United Airlines Logo
7:45 am - 11:23 pmBOS-POS
15h 38m1 stop
United Airlines Logo
12:30 am - 2:42 pmPOS-BOS
14h 12m1 stop
$543United Airlines
Find Deal
Tue, Aug 12 - Thu, Aug 21
Copa Airlines Logo
8:47 am - 1:47 amBOS-POS
17h 00m1 stop
Copa Airlines Logo
3:44 am - 7:26 pmPOS-BOS
15h 42m1 stop
$547Copa Airlines
Find Deal
Fri, May 23 - Thu, Jun 5
JetBlue Logo
5:12 am - 1:27 pmBOS-POS
8h 15m1 stop
JetBlue Logo
12:44 pm - 9:27 pmPOS-BOS
8h 43m1 stop
$555JetBlue
Find Deal
Tue, May 20 - Thu, Jun 5
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KAYAK's insights & trends for Boston to Port of Spain flights

Get data-powered insights and trends into flights from Boston to Port of Spain to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Boston to Port of Spain?

The average price of all round-trip flights from Boston to Port of Spain clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Port of Spain on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Boston to Port of Spain. For your return ticket, we recommend flying on a Thursday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Boston to Port of Spain?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Port of Spain, 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 from Boston to Port of Spain is September, where tickets cost $489 (return) on average. On the other hand, the most expensive months are December and February, where the average cost of round-trip tickets is $907 and $852 respectively.

How far in advance should I book a flight from Boston to Port of Spain?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Port of Spain, 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 on the flight from Boston to Port of Spain, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonMarch
High seasonFebruary
Cheapest flight$185
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly with an average 27% increase in price.
Flight from Boston to Port of Spain

When to book flights from Boston to Port of Spain

Are your dates flexible? Find out the best times to travel from Boston to Port of Spain based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Port of Spain

  • What is the cheapest flight from Boston to Port of Spain?

    In the last 3 days, the lowest price for a flight from Boston to Port of Spain was $185 for a one-way ticket and $417 for a round-trip.

  • Do I need a passport to fly between Boston and Port of Spain?

    Yes, you’ll need a passport to travel to Port of Spain from Boston.

  • Which aircraft models fly most regularly from Boston to Port of Spain?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Boston to Port of Spain?

    Star Alliance, and oneworld are the airline alliances operating flights between Boston and Port of Spain, with Star Alliance being the most commonly used for this route.

  • What is the most popular layover when flying to Port of Spain from Boston?

    New York is the most popular layover city among KAYAK users traveling from Boston to Port of Spain.

  • Which is the best airline for flights from Boston to Port of Spain, Copa Airlines or United Airlines?

    The two airlines most popular with KAYAK users for flights from Boston to Port of Spain are Copa Airlines and United Airlines. With an average price for the route of $460 and an overall rating of 7.5, Copa Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $642 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Boston to Port of Spain?

    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 Boston to Port of Spain.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Port of Spain from 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 from Boston to Port of Spain?

    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 Port of Spain with an airline and back to Boston with another airline. Booking your flights between Boston and POS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Port of Spain?

    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 Port of Spain from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top 5 airlines serving from Boston to Port of Spain

 
See real verified KAYAK customer reviews for airlines flying from Boston to Port of Spain. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Port of Spain? 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 1415 reviews
8.1Crew
7.8Boarding
6.8Entertainment
6.8Food
7.4Comfort
Airline reviews

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

4.0 OkayAnonymous, Apr 2025LAX - PTY
Read more Copa Airlines reviews

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

It was reasonably comfortable trip considering its duration (7 hours). Crew was very good and friendly, seats very more comfortable than other planes. Only negative comment would be that the bathroom light did not get its full brightness 🙃

It was good, plane is a bit older so seats are somewhat flat

Great from check in all the way to the end. Very happy with Copa

Well the airline was fine. The only thing is I was charged for a checked in luggage. But when I reserved the ticket it showed a check in bag allowed. Who can I get in contact with for reimbursement.? The airline said I had to speak to whoever I booked ticket with.

Friendly flight team and seamless travel from one stop to next.

I loved my experience. Very safe, Very informative and very friendly.

At JFK the Security line was extremely long and few checkpoints open.

Check in person said there would be lunch. We were first class passengers and lunch was chips.

Flight attendant -José? - was over the top friendly and professional. Beautiful new plane with lie flat seats in Business (worth it!)

Everything is good except the dinner and breakfast. The sandwich is very delicious. Toilet is clean, I only use one of them. Flight attendants are very nice. 👍👍

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Multiple delays and not straight answer from the United team

For economy, it was very good. Staff was great, they even let some of us change seats for more leg room... Put an empty seat between us which was fantastic for a 12hr flight. Onboard entertainment was excellent, I think over 200 choices of movies/tv/etc The bad was the barely/nonfunctional wifi that cost either $16.99 or 1700 miles (full flight). It was atrocious... Definitely the worst of the last 3 long haul major airlines I was on the last few months.

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

I didn’t get on plane. Passport being processed by consulate with visa application. Tried to cancel through underpricer after purchasing cacelling for any reason. No dice, they are thieves.

Electric plugs didn't work. Entertainment system wasn't working

Excellent from start to finish. All staff members were amazing!

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Overall was excellent. Will definitely us JetBlue in the future.

Pitch was very small. Knees were on the seat back in front of me.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Everything you need to know for your flight from Boston to Port of Spain

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