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Stewart

$244+ Cheap flights from White Plains to New Windsor (HPN - SWF)

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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SWF
Feb 3 — Feb 101
Tue 2/3
Tue 2/10
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 January 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
Sun 2/112:08 pmHPN - SWF
1 stop23h 23mBreeze Airways
Sun 2/811:48 amSWF - HPN
2 stops23h 40mBreeze Airways
Deal found 1/4$244
This Gotogate deal was found by Cheapflights users on 1/1. 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 1/1512:08 pmHPN - SWF
1 stop23h 23mBreeze Airways
Sun 1/1812:13 pmSWF - HPN
2 stops23h 15mBreeze Airways
Deal found 1/1$643

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 January 4, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$244
(Kiwi.com)
Provider with most accurate pricing for White Plains Westchester County-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for White Plains Westchester County-New Windsor Stewart flights.
Search Deals
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 January 4, 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

Sun 2/1

12:08 pm-11:31 am

1 stop23h 23m

New Windsor Stewart

Sun 2/8

11:48 am-11:28 am

2 stops23h 40m

$244

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Thu 1/15

12:08 pm-11:31 am

1 stop23h 23m

New Windsor Stewart

Sun 1/18

12:13 pm-11:28 am

2 stops23h 15m

$643

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Sat 2/21

8:00 am-10:14 am

3 stops50h 14m

$324

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Mon 2/16

8:00 am-11:51 am

3 stops27h 51m

$367

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Tue 2/17

7:40 pm-5:12 pm

3 stops45h 32m

$514

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/2

Compare providers for flights from White Plains 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 White Plains to Stewart in January.
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 White Plains-New Windsor flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on White Plains-New Windsor flight deals on Cheapflights vs. eDreams >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 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 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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