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$1,846+ Cheap flights from Islip (ISP) to Port of Spain (POS)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — POS
Nov 9 — Nov 161
Sun 11/9
Sun 11/16
1 adult, Economy
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Find flight deals from Islip to Port of Spain

Cheapest flights from Islip to Port of Spain
Explore the most affordable flight options available from Islip to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 10, 2025.

This Expedia deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2510:46 amISP - POS
2 stops18h 17mJetBlue
Thu 1/18:02 amPOS - ISP
2 stops26h 59mJetBlue
Deal found 10/9$1,846

Cheap flight deals from Islip to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to Port of Spain (POS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 10, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,846
(Expedia)

Popular in

February

Cheapest in

January

Average price

$463
Provider with most accurate pricing for Islip Long Island-Port of Spain Piarco Intl flight deals.
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Provider most trusted by Cheapflights users for Islip Long Island-Port of Spain Piarco Intl flights.
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From Islip Long Island to Port of Spain Piarco Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Port of Spain that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 10, 2025.
Use the filters below to find and compare flights from Islip to Port of Spain that are best for you.

Fly from

Islip

Fly to

Port of Spain

Route

Depart

Return

Price

IslipPort of Spain

ISP - POS

ISPPOS

Islip Long Island

Thu 12/25

10:46 am-6:03 am

2 stops18h 17m

Port of Spain Piarco Intl

Thu 1/1

8:02 am-10:01 am

2 stops26h 59m

$1,846

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

  • Most accurate provider: When it comes to deals on Islip-Port of Spain flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip-Port of Spain flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Islip-Port of Spain flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Islip-Port of Spain flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Islip-Port of Spain flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Islip to Port of Spain

Have a flexible travel schedule? Discover the best time to fly to Port of Spain from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Islip to Port of Spain

What is the cheapest month to book a flight from Islip to Port of Spain?

Currently, July is the cheapest month in which you can book a flight from Islip to Port of Spain (average of $71). Flying from Islip to Port of Spain in August is currently the most expensive (average of $378). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Islip to Port of Spain. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Islip to Port of Spain?

    For as low as $1,846, JetBlue can have you in Port of Spain from Islip in 18h 17m. Airlines will cover a distance of 2205 mi.

  • Can I find deals for flights from Islip to Port of Spain that include hotel bookings?

    Yes. In addition to deals on Islip to Port of Spain flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Port of Spain?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Port of Spain.

  • Can I find deals for business class flights from Islip to Port of Spain?

    Yes. Cheapflights offers flight deals from Islip to Port of Spain by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip to Port of Spain?

    Currently, July is the cheapest month in which you can book a flight from Islip to Port of Spain (average of $71). Flying from Islip to Port of Spain in August is currently the most expensive (average of $378). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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