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 7/4. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights 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

Mon, Jul 14 - Fri, Aug 15
Air Canada Logo
10:20 am - 1:20 amBOS-POS
15h 00m2 stops
Air Canada Logo
2:20 am - 10:38 pmPOS-BOS
20h 18m1 stop
$417Air Canada
Find Deal
Sat, Nov 22 - Fri, Nov 28
Air Canada Logo
5:40 pm - 2:35 amBOS-POS
31h 55m2 stops
Air Canada Logo
3:35 am - 9:38 amPOS-BOS
31h 03m2 stops
$427Air Canada
Find Deal
Wed, Sep 10 - Sun, Sep 21
Copa Airlines Logo
8:41 am - 1:48 amBOS-POS
17h 07m1 stop
Copa Airlines Logo
3:50 am - 7:22 pmPOS-BOS
15h 32m1 stop
$442Copa Airlines
Find Deal
Wed, Oct 22 - Sun, Oct 26
Copa Airlines Logo
8:41 am - 1:48 amBOS-POS
17h 07m1 stop
Copa Airlines Logo
4:01 am - 7:20 pmPOS-BOS
15h 19m1 stop
$497Copa Airlines
Find Deal
Tue, Aug 26 - Thu, Sep 4
United Airlines Logo
9:30 am - 11:23 pmBOS-POS
13h 53m2 stops
United Airlines Logo
12:30 am - 4:43 pmPOS-BOS
16h 13m2 stops
$513United Airlines
Find Deal
Wed, Oct 22 - Sat, Oct 25
United Airlines Logo
10:00 am - 11:23 pmBOS-POS
13h 23m1 stop
United Airlines Logo
12:30 am - 5:43 pmPOS-BOS
17h 13m1 stop
$516United Airlines
Find Deal
Mon, Jul 14 - Tue, Jul 15
JetBlue Logo
5:15 am - 12:30 pmBOS-POS
7h 15m1 stop
JetBlue Logo
7:29 pm - 9:51 amPOS-BOS
14h 22m1 stop
$524JetBlue
Find Deal
Tue, Sep 16 - Fri, Sep 26
American Airlines Logo
4:30 pm - 2:16 pmBOS-POS
21h 46m2 stops
American Airlines Logo
3:23 pm - 9:32 amPOS-BOS
18h 09m2 stops
$529American Airlines
Find Deal
Sun, Sep 7 - Sun, Sep 14
American Airlines Logo
6:01 pm - 2:16 pmBOS-POS
20h 15m2 stops
American Airlines Logo
3:23 pm - 12:16 pmPOS-BOS
20h 53m2 stops
$534American Airlines
Find Deal
Sun, Jul 13 - Sun, Jul 20
JetBlue Logo
8:40 am - 6:04 pmBOS-POS
9h 24m1 stop
JetBlue Logo
8:50 am - 12:27 amPOS-BOS
15h 37m1 stop
$543JetBlue
Find Deal
Useful Info

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 $474 (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 $863 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 5 weeks before departure.

Good to know

Low seasonSeptember
High seasonFebruary
Cheapest flight$185
Best time to beat the crowds with an average 27% 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 $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 $452 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 1452 reviews
7.4Comfort
8.1Crew
6.8Food
6.8Entertainment
7.8Boarding
Airline reviews

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.

2.0 MediocrePaul, Jun 2025PTY - MIA
Read more Copa Airlines reviews

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.

Enforce the boarding process by group numbers. Tell people to stay seated during the meal/drink distribution. It took forever to get food and drinks because people would not stay out the isle and let the crew do their jobs. Everyone wanted to go to the bathroom forcing the crew to enter and leave the isle constantly so people can pass. Tell people to keep their electronics off speaker mode. No one wants to hear phone conversations and music playing.

Placed us in the last rear row of the plane so could not recline seats because of the rear wall, and also made it more of a tight space when the passenger in front reclined their seat. While understand seat assignments, every passenger should be afforded a reclining seat. The odor control scent from the restrooms was overwhelming strong. My wife and I could not deal with it, and she suffered a terrible headache as a result. I kept getting hit by the crew since I was on the ilse seat. No apologies, nothing. They made me feel like I was supposed to take the beating for a 3 hr flight.

There was no individual at the front check in when I arrived. I waited for at least 15 minutes and walked around asking security/janitors if they could help and they did not have a solution. So I had to take my checked bag through security and they threw away some of my items. I ended up making it to the gate only a few minutes before it closed due to my waiting for an agent at check in.

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.

No headphones given for inflight entertainment. I missed my flight from the previous day and the customer service agent tried to extort an additional $100.00 US from me for missing my flight. Really?!

The flight was delayed about 4 hours without any explanation. No wifi or entertainment at all on planes. Had to pay for checked bags I was allowed according to reservations.

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

Copa stranded us ans then tried to charge us thousands to leave Panama.

Gate agent did not hold flight for connection, provided no assistance to get new flight

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

United airlines, mediocre at best. No issues , nothing great . Worked for me

Boarding experience was smooth. Flight attendants were friendly and helpful. Entertainment system on the Houston-Edmonton flight did not function for passengers on the left side of the aisle. On the bird's eye flight from Quito to Houston, they should not serve a meal. No one needs to eat after midnight and it is disturbing for those passengers trying to sleep.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Terrible. Out flight was delayed for 21 (twenty one) hours. United is a joke.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

Communication since no reason or explanation was given for 3 hrs delay

The flight departed more than 1 hour late. Leg room is bigger than most airlines

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

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 staff, boarding and drink options! Wish the comfort of the seat could have been better nevertheless

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

I’m impressed that we were on time in Sacramento after having a late departure in Newark and our made it. The staff was friendly and warm.

Cramped seats. FAA should make airlines have more legroom, for even short people complain

5.5 hour delay with no explanation on why, along with no proactive effort to reaccomodate me.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

Cancelled flight after I arrived at airport after 75 min drive and parking. Next flight was 4 days in the future. Had to scramble and buy a much more expensive flight on another carrier.

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

I never got to experience the flight because they delayed my first flight and I missed this one. Then Frontier didn't want to help me rebook a flight to get me to my final destination.

The Boarding process in Denver was chaotic, and since the line was so long, we were lined up very far from the gate. If there were any announcements from the gate staff, we didn't hear them. The flight attendants were spectacular. The only negative part of the flight was sitting by a 2 1/2 year old who was unruly and unfortunately had parents that matched his behaviors. Also, the restaurants in Denver on the E concourse, they didn't have food (passengers could only order 1 item on the entire menu) or the restaurants had 12-14 people waiting for orders to be prepared and another 6 people waiting to order. If you have a layover in Denver and need to grab food, be prepared to visit the shops with pre-packaged sandwiches, or you can visit another concourse but it may take a while to transit throughout the airport.

I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

I liked the price of the flight and the chance to buy a seat with no person seated in the middle seat.. Also the flight was right on time.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.