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Stewart

$393+ Cheap flights from Trinidad and Tobago 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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
POS — SWF
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Trinidad and Tobago to Stewart

Keep the following information in mind while searching for Trinidad and Tobago to Stewart flight deals. Data was last updated June 12, 2025.

Round-trip from

$796
(Kiwi.com)

One-way from

$393
(Kiwi.com)

Popular in

July

Cheapest in

October

Average price

$452
From Trinidad and Tobago to New Windsor Stewart
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One-way flight from Trinidad and Tobago to New Windsor Stewart
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Highest demand for flights based on searches. 7% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Trinidad and Tobago to Stewart

Cheapest flights from Trinidad and Tobago to Stewart
Explore the most affordable flight options available from Trinidad and Tobago to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Fri 7/1110:10 amPOS - SWF
1 stop8h 56mMultiple Airlines
Sun 7/137:52 pmSWF - POS
1 stop23h 38mMultiple Airlines
Deal found 6/10$796

Cheapflights Fare Finder

Customize your flight search to find flights from Trinidad and Tobago 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 June 12, 2025.
Use the filters below to find and compare flights from Trinidad and Tobago to New Windsor that are best for you.

Fly from

Trinidad and Tobago

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

New Windsor Stewart

Sun 7/13

7:52 pm-7:30 pm

1 stop23h 38m

$796

Port of SpainNew Windsor

POS - SWF

POSSWF

Port of Spain Piarco Intl

Wed 7/9

3:48 am-7:06 pm

2 stops39h 18m

$393

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Best time to book a flight from Trinidad and Tobago to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Trinidad and Tobago 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 Trinidad and Tobago to New Windsor

What is the cheapest month to book a flight from Trinidad and Tobago to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Trinidad and Tobago to New Windsor (average of $109). Flying from Trinidad and Tobago to New Windsor in August is currently the most expensive (average of $219). 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 Trinidad and Tobago to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to New Windsor from Trinidad and Tobago?

    New Windsor Stewart (SWF) is the airport you will fly into if you book a flight from Trinidad and Tobago to New Windsor. It is only a 4.3 mi journey from Stewart (SWF) to New Windsor’s city center.

  • Can I find deals for flights from Trinidad and Tobago to Stewart that include hotel bookings?

    Yes. In addition to deals on Trinidad and Tobago to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Trinidad and Tobago to Stewart?

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

  • Can I find deals for business class flights from Trinidad and Tobago to Stewart?

    Yes. Cheapflights offers flight deals from Trinidad and Tobago 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 Trinidad and Tobago to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Trinidad and Tobago to New Windsor (average of $109). Flying from Trinidad and Tobago to New Windsor in August is currently the most expensive (average of $219). 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 Trinidad and Tobago?

Book flights to Trinidad and Tobago if you plan to visit one of these locations
Kingston

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