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Stewart

$337+ Cheap flights from White Plains to New Windsor (HPN - 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 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SWF
Mar 21 — Mar 281
Sat 3/21
Sat 3/28
1 adult, Economy
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Cheap flight deals from White Plains to Stewart

Cheapest flights from White Plains to Stewart
Explore the most affordable flight options available from White Plains to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/17. 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 2/1912:08 pm
HPN
-
SWF
1 stop23h 23m
Multiple Airlines
Sun 2/227:28 pm
SWF
-
HPN
2 stops16h 00m
Multiple Airlines
Deal found 2/17$843
This Gotogate deal was found by Cheapflights users on 2/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2612:08 pm
HPN
-
SWF
1 stop23h 23m
Breeze Airways
Mon 3/3012:11 pm
SWF
-
HPN
1 stop23h 17m
Breeze Airways
Deal found 2/15$1,342

Find flight deals from White Plains to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) 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 February 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,342
(Gotogate)

One-way from

$337
(Kiwi.com)
Provider with most accurate pricing for White Plains Westchester County-New Windsor Stewart flight deals.
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Provider most trusted by Cheapflights users for White Plains Westchester County-New Windsor Stewart flights.
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From White Plains Westchester County to New Windsor Stewart
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One-way flight from White Plains Westchester County to New Windsor Stewart
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Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains 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 February 19, 2026.
Use the filters below to find and compare flights from White Plains to New Windsor that are best for you.

Fly from

White Plains

Fly to

Stewart

Route

Depart

Return

Price

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Thu 3/26

12:08 pm-11:31 am

1 stop23h 23m

New Windsor Stewart

Mon 3/30

12:11 pm-11:28 am

1 stop23h 17m

$1,342

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Fri 3/13

8:00 am-11:39 am

2 stops51h 39m

$337

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Sun 3/8

8:00 am-10:12 am

3 stops26h 12m

$349

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Sun 3/8

12:08 pm-11:31 am

1 stop23h 23m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

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

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

    Breeze Airways can get you from White Plains to New Windsor in just under 23h 23m. Your travel time can differ by up to . There are 36 mi between White Plains and New Windsor.

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

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

  • How can I find direct flights from White Plains to Stewart?

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

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

    Yes. Cheapflights offers flight deals from White Plains 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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