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Stewart

$151+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SWF
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$363
(Kiwi.com)

One-way from

$151
(Kiwi.com)
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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Find 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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Fri 10/178:25 amHPN - SWF
1 stop9h 24mMultiple Airlines
Fri 10/2412:24 pmSWF - HPN
1 stop24h 30mMultiple Airlines
Deal found 9/17$363

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 September 17, 2025.
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

Fri 10/17

8:25 am-5:49 pm

1 stop9h 24m

New Windsor Stewart

Fri 10/24

12:24 pm-12:54 pm

1 stop24h 30m

$363

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Sun 11/16

1:19 pm-5:37 pm

1 stop28h 18m

$151

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Sat 9/27

8:00 am-11:03 am

3 stops27h 03m

$286

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Tue 10/14

8:00 am-11:03 am

2 stops51h 03m

$304

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Thu 12/25

12:09 pm-11:44 am

1 stop23h 35m

$446

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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.

  • 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.

  • What is the cheapest month to book a flight from White Plains to New Windsor?

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