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Stewart

$203+ Cheap flights from Islip, NY to New Windsor (ISP - 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 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SWF
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Islip to Stewart

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

This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Thu 12/2510:38 amISP - SWF
2 stops25h 06mBreeze Airways
Mon 12/2912:24 pmSWF - ISP
1 stop7h 43mBreeze Airways
Deal found 12/10$622
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Thu 12/254:40 pmISP - SWF
1 stop18h 27mMultiple Airlines
Mon 12/2912:24 pmSWF - ISP
1 stop7h 43mMultiple Airlines
Deal found 12/10$678
This Kiwi.com deal was found by Cheapflights users on 12/11. 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.
Fri 12/196:00 amISP - SWF
2 stops12h 06mMultiple Airlines
Fri 1/212:24 pmSWF - ISP
1 stop7h 43mMultiple Airlines
Deal found 12/11$725

Find flight deals from Islip to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$622
(Kiwi.com)

One-way from

$203
(Kiwi.com)
Provider with most accurate pricing for Islip Long Island-New Windsor Stewart flight deals.
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Provider most trusted by Cheapflights users for Islip Long Island-New Windsor Stewart flights.
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From Islip Long Island to New Windsor Stewart
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One-way flight from Islip Long Island to New Windsor Stewart
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Cheapflights Fare Finder

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

Fly from

Islip

Fly to

Stewart

Route

Depart

Return

Price

IslipNew Windsor

ISP - SWF

ISPSWF

Islip Long Island

Thu 12/25

10:38 am-11:44 am

2 stops25h 06m

New Windsor Stewart

Mon 12/29

12:24 pm-8:07 pm

1 stop7h 43m

$622

IslipNew Windsor

ISP - SWF

ISPSWF

Islip Long Island

Thu 12/25

4:40 pm-11:07 am

1 stop18h 27m

New Windsor Stewart

Mon 12/29

12:24 pm-8:07 pm

1 stop7h 43m

$678

IslipNew Windsor

ISP - SWF

ISPSWF

Islip Long Island

Fri 12/19

6:00 am-6:06 pm

2 stops12h 06m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Compare providers for flights from Islip to Stewart

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Islip to Stewart in December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Islip, New York-New Windsor flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Islip, New York-New Windsor flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Islip, New York-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Islip, New York-New Windsor flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Islip, New York-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Islip to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Islip 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.

Related info for your journey

Find useful and relevant information for your journey from Islip to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Islip, New York to New Windsor?

    Breeze Airways can get you from Islip, New York to New Windsor in just under 25h 06m. Your travel time can differ by up to . The distance from Islip, New York to New Windsor is about 72 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Islip 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.

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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