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$217+ Cheap flights from New Windsor (SWF) to Trinidad

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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — POS
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap flight deals from Stewart to Trinidad

Keep the following information in mind while searching for Stewart to Trinidad flight deals. Data was last updated January 15, 2026.

Most accurate provider

Gotogate
3 stars

Most trusted provider

Gotogate
3 stars

Popular in

February

Cheapest in

November

Average price

$427
Provider with most accurate pricing for New York (NYC)-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Port of Spain Piarco Intl flights.
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Find flight deals from Stewart to Trinidad

One-way flights from Stewart to Trinidad
Search for one-way flight options from Stewart to Trinidad. Find affordable one-way fares based on user searches. Data last updated January 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Sun 3/810:09 am
SWF
-
POS
1 stop9h 51m
Multiple Airlines
Deal found 1/13$217
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Sun 2/156:02 pm
SWF
-
POS
2 stops24h 58m
Multiple Airlines
Deal found 1/14$407
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 2/611:09 am
SWF
-
POS
2 stops14h 04m
Multiple Airlines
Deal found 1/13$440
This Kiwi.com deal was found by Cheapflights users on 1/12. 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.
Sun 2/811:48 am
SWF
-
POS
2 stops24h 45m
Multiple Airlines
Deal found 1/12$450
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Mon 2/912:11 pm
SWF
-
POS
3 stops37h 02m
Multiple Airlines
Deal found 1/13$486

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Trinidad 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 January 15, 2026.
Use the filters below to find and compare flights from New Windsor to Trinidad that are best for you.

Fly from

Stewart

Fly to

Trinidad

Route

Depart

Return

Price

New WindsorPort of Spain

SWF - POS

SWFPOS

New Windsor Stewart

Sun 3/8

10:09 am-8:00 pm

1 stop9h 51m

$217

New WindsorPort of Spain

SWF - POS

SWFPOS

New Windsor Stewart

Sun 2/15

6:02 pm-8:00 pm

2 stops24h 58m

$407

New WindsorPort of Spain

SWF - POS

SWFPOS

New Windsor Stewart

Fri 2/6

11:09 am-2:13 am

2 stops14h 04m

$440

New WindsorPort of Spain

SWF - POS

SWFPOS

New Windsor Stewart

Sun 2/8

11:48 am-1:33 pm

2 stops24h 45m

$450

New WindsorPort of Spain

SWF - POS

SWFPOS

New Windsor Stewart

Mon 2/9

12:11 pm-2:13 am

3 stops37h 02m

$486

New WindsorPort of Spain

SWF - POS

SWFPOS

New Windsor Stewart

Thu 2/12

11:42 am-8:00 pm

1 stop31h 18m

$590

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Best time to book a flight from Stewart to Trinidad

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

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

Currently, March is the cheapest month in which you can book a flight from New Windsor to Trinidad (average of $193). Flying from New Windsor to Trinidad in August is currently the most expensive (average of $372). 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 Stewart to Trinidad. 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 from for flights from New Windsor to Trinidad?

    Located just 4.3 mi from the city center, New Windsor Stewart (SWF) is the airport most travelers will use when flying to Trinidad from New Windsor.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from New Windsor to Trinidad (average of $193). Flying from New Windsor to Trinidad in August is currently the most expensive (average of $372). 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

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