BOS - POS

$179 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 10/4. 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

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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Flight Deals

Cheap Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Wed, Oct 15 - Wed, Oct 22
American Airlines Logo
7:00 am - 9:20 pmBOS-POS
14h 20m1 stop
American Airlines Logo
7:00 am - 12:34 amPOS-BOS
17h 34m1 stop
$410American Airlines
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Wed, Oct 15 - Wed, Oct 22
American Airlines Logo
7:30 am - 9:20 pmBOS-POS
13h 50m2 stops
American Airlines Logo
7:00 am - 7:35 pmPOS-BOS
12h 35m2 stops
$415American Airlines
Find Deal
Sun, Nov 23 - Fri, Nov 28
Air Canada Logo
5:30 am - 1:10 amBOS-POS
18h 40m2 stops
Air Canada Logo
2:15 am - 3:57 pmPOS-BOS
14h 42m1 stop
$423Air Canada
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Tue, Oct 14 - Tue, Oct 21
JetBlue Logo
5:23 am - 2:34 pmBOS-POS
9h 11m1 stop
JetBlue Logo
3:59 pm - 12:14 amPOS-BOS
8h 15m1 stop
$428JetBlue
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Sat, Nov 22 - Tue, Dec 2
Air Canada Logo
6:40 pm - 1:10 amBOS-POS
29h 30m2 stops
Air Canada Logo
2:15 am - 9:32 amPOS-BOS
32h 17m2 stops
$433Air Canada
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Thu, Sep 18 - Sun, Sep 21
Air Canada Logo
6:00 am - 1:20 amBOS-POS
43h 20m2 stops
Air Canada Logo
2:25 am - 10:39 pmPOS-BOS
20h 14m1 stop
$435Air Canada
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Wed, Oct 15 - Tue, Oct 21
United Airlines Logo
6:00 am - 11:23 pmBOS-POS
17h 23m2 stops
United Airlines Logo
12:30 am - 12:25 pmPOS-BOS
11h 55m1 stop
$440United Airlines
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Wed, Oct 15 - Tue, Oct 21
United Airlines Logo
8:00 am - 11:23 pmBOS-POS
15h 23m2 stops
United Airlines Logo
12:30 am - 3:13 pmPOS-BOS
14h 43m2 stops
$441United Airlines
Find Deal
Sat, Oct 11 - Mon, Oct 20
JetBlue Logo
8:15 pm - 2:34 pmBOS-POS
18h 19m1 stop
JetBlue Logo
4:12 pm - 9:45 amPOS-BOS
17h 33m1 stop
$453JetBlue
Find Deal
Tue, Oct 14 - Mon, Oct 20
Copa Airlines Logo
3:49 pm - 1:46 amBOS-POS
9h 57m1 stop
Copa Airlines Logo
3:51 am - 10:53 pmPOS-BOS
19h 02m1 stop
$522Copa Airlines
Find Deal

Everything you should know

Top airlines
American Airlines
Cheapest • from $410 (round-trip)
Copa Airlines
Best reviews • 7.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 27% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 21% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$410
Typical prices: $426-785
American Airlines
Wed 10/15Wed 10/22
BOS - POS • 1 stop
Cheapest one-way
$179
Typical prices: $230-369
United Airlines
Sat 10/4
BOS - POS • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Port of Spain!
Booking Insights

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.

How much is a round-trip flight from Boston to Port of Spain?

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 January, where tickets cost $508 (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 $860 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, which saves you about 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$179
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 32% 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 $179 for a one-way ticket and $410 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?

    Miami 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 $530 and an overall rating of 7.6, Copa Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $643 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.

Reviews of the 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.
7.6
Copa AirlinesOverall score based on 1531 reviews
7.8Boarding
8.1Crew
6.8Entertainment
6.8Food
7.4Comfort
Airline reviews

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

10.0 ExcellentNeil, Aug 2025PTY - BGI
Read more Copa Airlines reviews

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

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.

The flighr attandants were very rude they ignored me didnt offer me anything to drink throughoit the 4 hour flight i feel i was targeted and ignored because i was a darkskin latino man.

I selected first class expecting excetional service. It was mediocre at best. The food service was cold, meal choices was poor and on one leg they did provide dessert. I did enjoy the lay day seat but the movies were old and nothing current. Boarding the plane is always hot. So boarding is quite warm until your in the air. I took a small personal air fan. Update the meals and movies.

Very happy with my flight. I would definitely recommend it.

Did upgrade, travel in business it was great (more room I could sleep)

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.

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.

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

Great service on board. Boarding a bit slow due to process. Food was pretty average.

Tastless food and too obvious lack of enthusiasm for service in the economy vesus business class

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

The entertainment package was vast and the selections were very current. Keep updating it was great.

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

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

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

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

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