$436+ Cheap flights from New Windsor (SWF) to Trinidad and Tobago
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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — POS
Jan 22 — Jan 291
1 adult, Economy
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1. Tell us where you want to go
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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 Stewart to Trinidad and Tobago
Cheapest flights from Stewart to Trinidad and TobagoExplore the most affordable flight options available from Stewart to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.
Explore the most affordable flight options available from Stewart to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 12/2311:43 amSWF - POS
2 stops13h 30mMultiple Airlines
Sun 1/410:10 amPOS - SWF
1 stop25h 37mMultiple Airlines
Deal found 12/21![Multiple Airlines logo]()
$1,433
Find flight deals from Stewart to Trinidad and Tobago
Keep the following information in mind while searching for Stewart to Trinidad and Tobago flight deals. Data was last updated December 23, 2025.
Most accurate provider | Gotogate 3 stars |
|---|---|
Most trusted provider | Gotogate 3 stars |
Popular in | February |
Cheapest in | November |
Average price | $667 |
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart to Trinidad and Tobago 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 December 23, 2025.
Use the filters below to find and compare flights from New Windsor to Trinidad and Tobago that are best for you.
Fly from
Stewart
Fly to
Trinidad and Tobago
Route
Depart
Return
Price
New WindsorPort of Spain
SWF - POS
SWFPOS
New Windsor Stewart
Fri 2/6
11:09 am-2:13 am
2 stops14h 04m
$436
New WindsorPort of Spain
SWF - POS
SWFPOS
New Windsor Stewart
Thu 2/12
11:42 am-8:00 pm
1 stop31h 18m
$535
Best time to book a flight from Stewart to Trinidad and Tobago
Have a flexible travel schedule? Discover the best time to fly to Trinidad and Tobago 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 and Tobago
What is the cheapest month to book a flight from New Windsor to Trinidad and Tobago?
Currently, July is the cheapest month in which you can book a flight from New Windsor to Trinidad and Tobago (average of $71). Flying from New Windsor to Trinidad and Tobago in August is currently the most expensive (average of $371). 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.