POS - BOS

Find cheap flights from Port of Spain to Boston

1 adult
1 adult, Economy

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 in flight searches from Port of Spain to Boston, 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 Port of Spain to Boston, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Port of Spain to Boston (POS-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Port of Spain 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 return flight deals from Port of Spain to Boston

Multiple Airlines Logo
POS-BOS
2270 mimulti-stop
Multiple Airlines Logo
BOS-POS
2270 mimulti-stop
Multiple Airlines
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KAYAK's insights & trends for Port of Spain to Boston flights

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Port of Spain 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 from Port of Spain to Boston is May, where tickets cost £305 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is £567 and £566 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Port of Spain 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 on the flight from Port of Spain to Boston, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

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Good to know - Cheap tickets from Port of Spain to Boston

Low seasonMarch
High seasonJuly
Best time to beat the crowds but there is an average 32% increase in price.
Most popular time to fly (16% more expensive on average)

When to book flights from Port of Spain to Boston

Are your dates flexible? Find out the best times to travel from Port of Spain to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns 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 Port of Spain to Boston

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

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

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

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

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

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Boston with an airline and back to Port of Spain with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Port of Spain 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 from Port of Spain up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top airline flying from Port of Spain to Boston

 
See real verified KAYAK customer reviews for airlines flying from Port of Spain to Boston. 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 Port of Spain 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.
7.3
JetBlueOverall score based on 2925 reviews
7.5Boarding
7.6Comfort
6.7Food
7.3Entertainment
8.0Crew
Airline reviews

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

2.0 MediocreLana, Jun 2025HPN - PBI
Read more JetBlue reviews

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

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. 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.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

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.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

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

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

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

Information on your arrival and departure airports

Port of Spain (POS)
Boston (BOS)

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