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Stewart

$237+ Cheap flights from the Cayman Islands 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — SWF
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
1 adult, Economy
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Cheap flight deals from Cayman Islands to Stewart

Keep the following information in mind while searching for Cayman Islands to Stewart flight deals. Data was last updated septiembre 16, 2025.

Popular in

July

Cheapest in

March

Average price

$438
Highest demand for flights based on searches. 15% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Cayman Islands to Stewart

One-way flights from Cayman Islands to Stewart
Search for one-way flight options from Cayman Islands to Stewart. Find affordable one-way fares based on user searches. Data last updated septiembre 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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. 12/411:55 amGCM - SWF
1 stop23h 42mMultiple Airlines
Deal found 9/16$237
This Kiwi.com deal was found by Cheapflights users on 9/16. 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. 12/2511:55 amGCM - SWF
1 stop23h 12mMultiple Airlines
Deal found 9/16$260
This Kiwi.com deal was found by Cheapflights users on 9/15. 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. 10/111:30 amGCM - SWF
3 stops46h 51mMultiple Airlines
Deal found 9/15$369
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
jue. 12/112:50 pmGCM - SWF
2 stops27h 50mMultiple Airlines
Deal found 9/14$381
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
sáb. 12/2011:55 amGCM - SWF
3 stops54h 25mMultiple Airlines
Deal found 9/16$401
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
vie. 10/107:00 amGCM - SWF
3 stops51h 03mMultiple Airlines
Deal found 9/16$414
This Kiwi.com deal was found by Cheapflights users on 9/15. 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. 1/135:25 pmGCM - SWF
2 stops41h 43mMultiple Airlines
Deal found 9/15$417
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
vie. 12/511:25 amGCM - SWF
3 stops47h 38mMultiple Airlines
Deal found 9/16$465

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cayman Islands 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 16, 2025.
Use the filters below to find and compare flights from the Cayman Islands to New Windsor that are best for you.

Fly from

Cayman Islands

Fly to

Stewart

Route

Depart

Return

Price

George TownNew Windsor

GCM - SWF

GCMSWF

George Town Owen Roberts Intl

jue. 12/4

11:55 am-11:37 am

1 stop23h 42m

$237

George TownNew Windsor

GCM - SWF

GCMSWF

George Town Owen Roberts Intl

jue. 12/25

11:55 am-11:07 am

1 stop23h 12m

$260

George TownNew Windsor

GCM - SWF

GCMSWF

George Town Owen Roberts Intl

mié. 10/1

11:30 am-11:21 am

3 stops46h 51m

$369

George TownNew Windsor

GCM - SWF

GCMSWF

George Town Owen Roberts Intl

jue. 12/11

2:50 pm-6:40 pm

2 stops27h 50m

$381

George TownNew Windsor

GCM - SWF

GCMSWF

George Town Owen Roberts Intl

vie. 10/10

7:00 am-11:03 am

3 stops51h 03m

$414

George TownNew Windsor

GCM - SWF

GCMSWF

George Town Owen Roberts Intl

vie. 12/5

11:25 am-11:03 am

3 stops47h 38m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Best time to book a flight from Cayman Islands to Stewart

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

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

Currently, October is the cheapest month in which you can book a flight from Cayman Islands to New Windsor (average of $109). Flying from Cayman Islands 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 Cayman Islands 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 Cayman Islands?

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

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

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

  • How can I find direct flights from Cayman Islands to Stewart?

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

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

    Yes. Cheapflights offers flight deals from Cayman Islands 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 Cayman Islands to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Cayman Islands to New Windsor (average of $109). Flying from Cayman Islands 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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