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

To save up to 126% on this flight, we recommend booking at least 50 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Port of Spain to New Windsor from $403 1-2 weeks out and tickets from $498 for flights departing within the next 72 hours.

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

Flights from Port of Spain to New Windsor lean towards being more expensive in July. Prices are generally better when you fly from Port of Spain to New Windsor in September, with the cheapest ticket starting at $156.

What is the cheapest time of day to fly from POS to SWF?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Port of Spain to New Windsor as you normally would.

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.

$413+ Flights from Port of Spain to New Windsor

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Cheap flight deals from Port of Spain to Stewart

Popular in	July
Cheapest in	September
Average price	$537

Highest demand for flights based on searches. 9% potential increase in price ($48 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Port of Spain to Stewart

Cheapest flights from Port of Spain to Stewart
Explore the most affordable flight options available from Port of Spain to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 23, 2025.

vie. 7/2510:10 amPOS - SWF

1 stop8h 56mMultiple Airlines

lun. 7/286:36 pmSWF - POS

3 stops23h 34mMultiple Airlines

Deal found 7/20

$1,170

Last-minute flights from Port of Spain to Stewart
Discover last-minute flight deals from Port of Spain to Stewart. Data last updated julio 23, 2025 and is based on user searches.

vie. 7/2510:10 amPOS - SWF

1 stop8h 56mMultiple Airlines

lun. 7/286:36 pmSWF - POS

3 stops23h 34mMultiple Airlines

Deal found 7/20

$1,170

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 julio 23, 2025.

lun. 8/252:38 pmPOS - SWF

2 stops21h 18mMultiple Airlines

Deal found 7/21

$413

Cheapflights Fare Finder

Use the filters below to find and compare flights from Port of Spain to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Port of SpainNew Windsor

POS - SWF

POSSWF

Port of Spain Piarco Intl

lun. 8/25

2:38 pm-11:56 am

2 stops21h 18m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

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 $216). 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

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 $216). 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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$413+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Port of Spain to Stewart with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Port of Spain to Stewart

Popular in

Cheapest in

Average price

Find flight deals from Port of Spain to Stewart

Cheapest flights from Port of Spain to StewartExplore the most affordable flight options available from Port of Spain to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 23, 2025.

Explore the most affordable flight options available from Port of Spain to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 23, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Port of Spain to New Windsor that are best for you.

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.

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?

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?

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

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

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

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Cheapest flights from Port of Spain to Stewart
Explore the most affordable flight options available from Port of Spain to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 23, 2025.