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Westchester County

$353+ Cheap flights from Williamsburg, VA to Westchester County

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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HPN
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
1 adult, Economy
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Cheap flight deals from Williamsburg to Westchester County

Cheapest flights from Williamsburg to Westchester County
Explore the most affordable flight options available from Williamsburg to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 11, 2026.

This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/176:00 am
PHF
-
HPN
1 stop7h 07m
American Airlines
Tue 2/2410:05 am
HPN
-
PHF
1 stop6h 06m
American Airlines
Deal found 2/10$353
This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/265:00 am
PHF
-
HPN
1 stop4h 29m
American Airlines
Sun 3/296:54 pm
HPN
-
PHF
1 stop5h 05m
American Airlines
Deal found 2/10$639
This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/254:38 pm
PHF
-
HPN
1 stop6h 21m
American Airlines
Sun 3/15:30 pm
HPN
-
PHF
2 stops6h 29m
American Airlines
Deal found 2/10$812

Find flight deals from Williamsburg to Westchester County

Keep the following information in mind while searching for Williamsburg to Westchester County flight deals. Data was last updated February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$353
(American Airlines)

Popular in

January

Cheapest in

July

Average price

$224
Provider with most accurate pricing for Newport News Intl-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Newport News Intl-New York (NYC) flights.
Search Deals
From Williamsburg to Westchester County
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Williamsburg to Westchester County 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 11, 2026.
Use the filters below to find and compare flights from Williamsburg to Westchester County that are best for you.

Fly from

Williamsburg

Fly to

Westchester County

Route

Depart

Return

Price

Newport NewsWhite Plains

PHF - HPN

PHFHPN

Newport News Intl

Wed 2/25

12:26 pm-5:00 pm

1 stop4h 34m

White Plains Westchester County

Sun 3/1

6:54 pm-11:59 pm

1 stop5h 05m

$353

Newport NewsWhite Plains

PHF - HPN

PHFHPN

Newport News Intl

Thu 3/26

5:00 am-9:29 am

1 stop4h 29m

White Plains Westchester County

Sun 3/29

6:54 pm-11:59 pm

1 stop5h 05m

$639

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Best time to book a flight from Williamsburg to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Williamsburg 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.

Cheapflights Insights

Everything you need to know about your flight from Williamsburg to Westchester County
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Westchester County

Get insights into the airlines that provide service to Westchester County. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Westchester County. Reviews last updated February 11, 2026.
Read through reviews of airlines operating flights from Williamsburg to Westchester County, such as American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,267 reviews

Crew

8.0

Boarding

7.5

Entertainment

6.9

Food

6.4

Overall

7.2

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,267 reviews
American Airlines
7.2
Good
11,267 reviews

Crew

8.0

Boarding

7.5

Entertainment

6.9

Food

6.4

Overall

7.2

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Williamsburg to Westchester County. 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 Williamsburg to Westchester County?

    Departing from Williamsburg to Westchester County will take you 4h 34m. There are 310 mi between Williamsburg and Westchester County.

  • Can I find deals for flights from Williamsburg to Westchester County that include hotel bookings?

    Yes. In addition to deals on Williamsburg to Westchester County flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Williamsburg to Westchester County?

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

  • Can I find deals for business class flights from Williamsburg to Westchester County?

    Yes. Cheapflights offers flight deals from Williamsburg to Westchester County 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

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Alternative routes for Williamsburg to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Williamsburg to Westchester County

Discover the top airline that operate flights from Williamsburg to Westchester County. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$197Average$235FlexibilityNo cancel feeOn-time71%

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