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Westchester County

$408+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HPN
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap 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 September 16, 2025.

Round-trip from

$514
(American Airlines)

Popular in

April

Cheapest in

July

Average price

$228
From Williamsburg to Westchester County
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($70 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find 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 September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2312:33 pmPHF - HPN
1 stop7h 27mAmerican Airlines
Sat 9/276:50 pmHPN - PHF
1 stop4h 17mAmerican Airlines
Deal found 9/15$408
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/103:51 pmPHF - HPN
1 stop4h 38mAmerican Airlines
Mon 10/136:59 pmHPN - PHF
1 stop5h 07mAmerican Airlines
Deal found 9/15$514
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:00 amPHF - HPN
1 stop7h 00mAmerican Airlines
Fri 11/76:43 pmHPN - PHF
1 stop4h 22mAmerican Airlines
Deal found 9/15$515

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 September 16, 2025.
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

Fri 10/10

3:51 pm-8:29 pm

1 stop4h 38m

White Plains Westchester County

Mon 10/13

6:59 pm-12:06 am

1 stop5h 07m

$514

Newport NewsWhite Plains

PHF - HPN

PHFHPN

Newport News Intl

Fri 10/31

6:00 am-1:00 pm

1 stop7h 00m

White Plains Westchester County

Fri 11/7

6:43 pm-11:05 pm

1 stop4h 22m

$515

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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

What is the cheapest time of day to fly from W11 to REU?

Find hourly flight availability from Williamsburg to Westchester County. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

When flying from Williamsburg to Westchester County, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 16, 2025.
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
10,000 reviews

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Adwitiya,Sep 2025

DEL - JFK

I recently flew AA’s business class from Delhi to New York, and while the experience ticked the basic boxes, it didn’t quite soar. - Dining: I opted for the vegetarian meal, which was… fine. Not memorable, not offensive—just hovering in the realm of “meh.” The menu could use a refresh with more thoughtful, flavorful options. - Seating: AA seems to be chasing quantity over quality, squeezing in as many business class seats as possible. Yes, they’re lie-flat, but noticeably narrower than what you’d find on other international carriers. Comfort was passable, but not premium. Overall, I’d call it “business class lite.” It gets the job done, but lacks the finesse and attention to detail that elevate a journey. A few strategic tweaks—better food, more spacious seating, and a touch more hospitality—could make a world of difference.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Adwitiya,Sep 2025

DEL - JFK

I recently flew AA’s business class from Delhi to New York, and while the experience ticked the basic boxes, it didn’t quite soar. - Dining: I opted for the vegetarian meal, which was… fine. Not memorable, not offensive—just hovering in the realm of “meh.” The menu could use a refresh with more thoughtful, flavorful options. - Seating: AA seems to be chasing quantity over quality, squeezing in as many business class seats as possible. Yes, they’re lie-flat, but noticeably narrower than what you’d find on other international carriers. Comfort was passable, but not premium. Overall, I’d call it “business class lite.” It gets the job done, but lacks the finesse and attention to detail that elevate a journey. A few strategic tweaks—better food, more spacious seating, and a touch more hospitality—could make a world of difference.

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 38m. 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.

  • What is the cheapest month to book a flight from Williamsburg to Westchester County?

    Currently, January is the cheapest month in which you can book a flight from Williamsburg to Westchester County (average of $276). Flying from Williamsburg to Westchester County in March is currently the most expensive (average of $338). 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.

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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$223FlexibilityNo cancel feeOn-time71%

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