HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$363+ Cheap flights from Port of Spain (POS) to New Windsor (SWF)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
POS — SWF
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Port of Spain to Stewart with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Port of Spain to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Port of Spain (POS) to Stewart (SWF). 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 March 28, 2025.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Popular in

July

Cheapest in

October

Average price

$438
Provider with most accurate pricing for Port of Spain Piarco Intl-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-New Windsor Stewart flights.
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

Find flight deals from Port of Spain to Stewart

One-way flights from Port of Spain to Stewart
Search for one-way flight options from Port of Spain to Stewart. Find affordable one-way fares based on user searches. Data last updated March 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 3/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/13:39 amPOS - SWF
2 stops39h 35mMultiple Airlines
Deal found 3/27$433

Cheapflights Fare Finder

Customize your flight search to find flights from Port of Spain to Stewart 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 March 28, 2025.
Use the filters below to find and compare flights from Port of Spain to New Windsor that are best for you.

Fly from

Port of Spain

Fly to

Stewart

Route

Depart

Return

Price

Port of SpainNew Windsor

POS - SWF

POSSWF

Port of Spain Piarco Intl

Fri 7/11

10:10 am-7:06 pm

1 stop8h 56m

$363

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

  • Most accurate provider: When it comes to deals on Port of Spain-New Windsor flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Port of Spain-New Windsor flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Port of Spain-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Port of Spain-New Windsor flights, Cheapflights users trust Expedia the most. Expedia 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 Port of Spain-New Windsor 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 Port of Spain to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Port of Spain 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 Port of Spain to New Windsor

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

Currently, October is the cheapest month in which you can book a flight from Port of Spain to New Windsor (average of $109). Flying from Port of Spain to New Windsor in August is currently the most expensive (average of $224). 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 Port of Spain to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Port of Spain to Stewart 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 Port of Spain to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Port of Spain to New Windsor (average of $109). Flying from Port of Spain to New Windsor in August is currently the most expensive (average of $224). 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.

See more FAQs

Traveling to a place near Port of Spain?

Book flights to Port of Spain if you plan to visit one of these locations
Kingston

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Port of Spain to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Port of Spain to John F Kennedy Intl flights
Port of Spain to Newark flights
Port of Spain to LaGuardia flights
Scarborough to John F Kennedy Intl flights
Port of Spain to Islip flights
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.