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Stewart

$263+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
POS — SWF
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
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 septiembre 11, 2025.

Popular in

July

Cheapest in

September

Average price

$382
Highest demand for flights based on searches. 9% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Trinidad and Tobago to Stewart

One-way flights from Trinidad and Tobago to Stewart
Search for one-way flight options from Trinidad and Tobago to Stewart. Find affordable one-way fares based on user searches. Data last updated septiembre 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
jue. 10/2310:10 amPOS - SWF
1 stop24h 31mMultiple Airlines
Deal found 9/11$263
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
jue. 10/1610:10 amPOS - SWF
1 stop24h 31mMultiple Airlines
Deal found 9/11$267
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
mié. 12/102:23 pmPOS - SWF
2 stops46h 14mMultiple Airlines
Deal found 9/9$268
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
mié. 10/222:40 pmPOS - SWF
2 stops44h 01mMultiple Airlines
Deal found 9/11$270
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
mié. 10/292:27 pmPOS - SWF
2 stops44h 14mMultiple Airlines
Deal found 9/9$309
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
mié. 10/159:10 amPOS - SWF
3 stops49h 31mMultiple Airlines
Deal found 9/11$356
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
mar. 10/73:51 amPOS - SWF
3 stops31h 12mMultiple Airlines
Deal found 9/8$359
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
dom. 10/2610:10 amPOS - SWF
1 stop28h 01mMultiple Airlines
Deal found 9/10$360
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
mié. 9/178:30 amPOS - SWF
1 stop26h 33mMultiple Airlines
Deal found 9/9$421

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 septiembre 11, 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

jue. 10/23

10:10 am-10:41 am

1 stop24h 31m

$263

Port of SpainNew Windsor

POS - SWF

POSSWF

Port of Spain Piarco Intl

jue. 10/16

10:10 am-10:41 am

1 stop24h 31m

$267

Port of SpainNew Windsor

POS - SWF

POSSWF

Port of Spain Piarco Intl

mié. 12/10

2:23 pm-11:37 am

2 stops46h 14m

$268

Port of SpainNew Windsor

POS - SWF

POSSWF

Port of Spain Piarco Intl

mié. 10/22

2:40 pm-10:41 am

2 stops44h 01m

$270

Port of SpainNew Windsor

POS - SWF

POSSWF

Port of Spain Piarco Intl

mié. 10/29

2:27 pm-10:41 am

2 stops44h 14m

$309

Port of SpainNew Windsor

POS - SWF

POSSWF

Port of Spain Piarco Intl

mié. 10/15

9:10 am-10:41 am

3 stops49h 31m

$356

Port of SpainNew Windsor

POS - SWF

POSSWF

Port of Spain Piarco Intl

mié. 10/8

2:40 pm-10:51 am

3 stops44h 11m

$359

Port of SpainNew Windsor

POS - SWF

POSSWF

Port of Spain Piarco Intl

dom. 10/26

10:10 am-2:11 pm

1 stop28h 01m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

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 December is currently the most expensive (average of $202). 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 December is currently the most expensive (average of $202). 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 New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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