HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Islip

$827+ Cheap flights from New Windsor to Islip, NY (SWF - ISP)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — ISP
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stewart to Islip with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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 Islip

Cheapest flights from Stewart to Islip
Explore the most affordable flight options available from Stewart to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/25. 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 4/211:48 am
SWF
-
ISP
1 stop8h 03m
Multiple Airlines
Thu 4/98:36 pm
ISP
-
SWF
2 stops14h 55m
Multiple Airlines
Deal found 1/25$827

Find flight deals from Stewart to Islip

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Islip (ISP). 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 January 26, 2026.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$827
(Kiwi.com)
Provider with most accurate pricing for New Windsor Stewart-Islip Long Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Islip Long Island flights.
Search Deals
From New Windsor Stewart to Islip Long Island
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Islip 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 26, 2026.
Use the filters below to find and compare flights from New Windsor to Islip that are best for you.

Fly from

Stewart

Fly to

Islip

Route

Depart

Return

Price

New WindsorIslip

SWF - ISP

SWFISP

New Windsor Stewart

Thu 4/2

11:48 am-7:51 pm

1 stop8h 03m

Islip Long Island

Thu 4/9

8:36 pm-11:31 am

2 stops14h 55m

$827

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

  • Most accurate provider: When it comes to deals on New Windsor-Islip, New York flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on New Windsor-Islip, New York flight deals on Cheapflights vs. Expedia 90-95% of the time. Price accuracy is based on data collected from New Windsor-Islip, New York flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Islip, New York flights, Cheapflights users trust Expedia the most. Expedia 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 New Windsor-Islip, New York 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 Stewart to Islip

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

Related info for your journey

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Islip by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Traveling to a place near Islip?

Book flights to Islip if you plan to visit one of these locations
Riverhead

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Stewart to Islip

See prices for flight routes from nearby airports that may be better suited for you.
Buffalo to John F Kennedy Intl flights
John F Kennedy Intl to Buffalo flights
Buffalo to LaGuardia flights
LaGuardia to Buffalo flights
Rochester to John F Kennedy Intl flights
Newark to Buffalo flights
Buffalo to Newark flights
Syracuse to John F Kennedy Intl flights
Rochester to Newark flights
Rochester to LaGuardia flights
John F Kennedy Intl to Rochester flights
LaGuardia to Rochester flights
Newark to Rochester flights
Syracuse to LaGuardia flights
John F Kennedy Intl to Syracuse flights
Syracuse to Newark flights
LaGuardia to Syracuse flights
Newark to Syracuse flights
Newark to Ithaca flights
John F Kennedy Intl to Ithaca flights
LaGuardia to Ithaca flights
White Plains to Buffalo flights
John F Kennedy Intl to Albany flights
Newark to Albany flights
Buffalo to White Plains flights
Albany to John F Kennedy Intl flights
Ithaca to Newark flights
Ithaca to John F Kennedy Intl flights
White Plains to LaGuardia flights
John F Kennedy Intl to White Plains flights
Albany to LaGuardia flights
Buffalo to Albany flights
LaGuardia to Albany flights
Rochester to Syracuse flights
Albany to Newark flights
Syracuse to White Plains flights
White Plains to Rochester flights
White Plains to Newark flights
John F Kennedy Intl to Saranac Lake flights
Ithaca to LaGuardia flights
Syracuse to Stewart flights
Newark to White Plains flights
LaGuardia to White Plains flights
Islip to Albany flights
Saranac Lake to John F Kennedy Intl flights
Islip to Syracuse flights
Islip to Buffalo flights
John F Kennedy Intl to Islip flights
Stewart to Syracuse flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.