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Virginia Beach

$104+ Cheap flights from Westchester County to Virginia Beach, VA

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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — RIC
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Westchester County to Virginia Beach

Keep the following information in mind while searching for Westchester County to Virginia Beach flight deals. Data was last updated September 16, 2025.

Round-trip from

$183
(American Airlines)

One-way from

$104
(CheapOair)

Popular in

December

Cheapest in

June

Average price

$235
From Westchester County to Virginia Beach
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One-way flight from Westchester County to Virginia Beach
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Highest demand for flights based on searches. 7% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Westchester County to Virginia Beach

Cheapest flights from Westchester County to Virginia Beach
Explore the most affordable flight options available from Westchester County to Virginia Beach. 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 9/14. 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 10/296:55 pmHPN - ORF
1 stop4h 03mAmerican Airlines
Wed 11/56:00 amORF - HPN
1 stop7h 00mAmerican Airlines
Deal found 9/14$183
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.
Sat 10/187:59 amHPN - ORF
1 stop4h 51mAmerican Airlines
Fri 10/247:35 pmORF - HPN
1 stop3h 54mAmerican Airlines
Deal found 9/15$198
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 10/186:30 amHPN - ORF
1 stop3h 18mAmerican Airlines
Sat 10/252:35 pmORF - HPN
1 stop3h 45mAmerican Airlines
Deal found 9/14$203
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 9/305:29 pmHPN - ORF
1 stop5h 31mAmerican Airlines
Sat 10/46:00 amORF - HPN
1 stop7h 11mAmerican Airlines
Deal found 9/15$223
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Tue 10/288:00 amHPN - ORF
2 stops23h 25mBreeze Airways
Thu 11/67:15 amORF - HPN
1 stop13h 15mBreeze Airways
Deal found 9/14$235
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/308:00 amHPN - ORF
1 stop7h 53mBreeze Airways
Wed 11/59:39 pmORF - HPN
2 stops22h 51mBreeze Airways
Deal found 9/14$237
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/308:00 amHPN - ORF
1 stop7h 53mBreeze Airways
Thu 11/67:15 amORF - HPN
1 stop13h 15mBreeze Airways
Deal found 9/14$238
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/166:30 amHPN - ORF
1 stop3h 18mAmerican Airlines
Thu 10/237:35 pmORF - HPN
1 stop3h 54mAmerican Airlines
Deal found 9/16$243
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/308:00 amHPN - ORF
1 stop7h 53mBreeze Airways
Mon 11/34:57 pmORF - HPN
2 stops18h 32mBreeze Airways
Deal found 9/14$252
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/168:00 amHPN - ORF
1 stop7h 53mMultiple Airlines
Thu 10/235:38 pmORF - HPN
2 stops17h 50mMultiple Airlines
Deal found 9/16$254
This American Airlines deal was found by Cheapflights users on 9/16. 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 9/266:30 amHPN - ORF
1 stop2h 56mAmerican Airlines
Mon 9/296:00 amORF - HPN
1 stop4h 45mAmerican Airlines
Deal found 9/16$259
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/308:00 amHPN - ORF
1 stop7h 53mMultiple Airlines
Thu 11/68:01 amORF - HPN
2 stops27h 27mMultiple Airlines
Deal found 9/14$262

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to Virginia Beach 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 Westchester County to Virginia Beach that are best for you.

Fly from

Westchester County

Fly to

Virginia Beach

Route

Depart

Return

Price

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Wed 10/29

6:55 pm-10:58 pm

1 stop4h 03m

Norfolk

Wed 11/5

6:00 am-1:00 pm

1 stop7h 00m

$183

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Wed 10/29

6:55 pm-10:58 pm

1 stop4h 03m

Norfolk

Wed 11/12

3:13 pm-8:10 pm

1 stop4h 57m

$183

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Wed 11/5

7:59 am-1:42 pm

1 stop5h 43m

Norfolk

Wed 11/12

9:50 am-2:39 pm

1 stop4h 49m

$183

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Thu 10/30

8:00 am-3:53 pm

1 stop7h 53m

Norfolk

Sat 11/1

9:39 pm-9:30 pm

2 stops23h 51m

$235

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Fri 10/31

8:25 am-7:25 am

2 stops23h 00m

Norfolk

Thu 11/6

7:15 am-8:30 pm

1 stop13h 15m

$237

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Sat 2/28

11:27 am-2:46 pm

1 stop3h 19m

Norfolk

Tue 3/3

11:48 am-3:02 pm

1 stop3h 14m

$243

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Thu 10/30

8:00 am-3:53 pm

1 stop7h 53m

Norfolk

Sun 11/2

1:06 pm-11:28 am

2 stops22h 22m

$259

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Fri 9/26

6:30 am-9:26 am

1 stop2h 56m

Norfolk

Mon 9/29

6:00 am-10:45 am

1 stop4h 45m

$259

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Fri 11/7

6:30 am-9:20 am

1 stop2h 50m

Norfolk

Sun 11/9

5:10 am-9:29 am

1 stop4h 19m

$263

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

Thu 12/11

8:00 am-4:03 pm

1 stop8h 03m

$107

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 18 results
1
2

Best time to book a flight from Westchester County to Virginia Beach

Have a flexible travel schedule? Discover the best time to fly to Virginia Beach from Westchester County 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 Westchester County to Virginia Beach

What is the cheapest month to book a flight from Westchester County to Virginia Beach?

Currently, January is the cheapest month in which you can book a flight from Westchester County to Virginia Beach (average of $281). Flying from Westchester County to Virginia Beach in March is currently the most expensive (average of $351). 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.

What is the cheapest time of day to fly from REU to V1B?

Find hourly flight availability from Westchester County to Virginia Beach. 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 Westchester County to Virginia Beach, 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 Virginia Beach

Get insights into the airlines that provide service to Virginia Beach. 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 Virginia Beach. Reviews last updated September 16, 2025.
Read reviews from past customers who have flown American Airlines from Westchester County to Virginia Beach. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Crew

8.0

Boarding

7.5

Food

6.4

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Crew

8.0

Boarding

7.5

Food

6.4

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

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

    American Airlines can get you from Westchester County to Virginia Beach in just under 4h 03m. Your travel time can differ by up to . Airlines will cover a distance of 318 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Westchester County to Virginia Beach 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 Westchester County to Virginia Beach?

    Currently, January is the cheapest month in which you can book a flight from Westchester County to Virginia Beach (average of $281). Flying from Westchester County to Virginia Beach in March is currently the most expensive (average of $351). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Westchester County to Virginia Beach

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

Discover the top airline that operate flights from Westchester County to Virginia Beach. 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$452FlexibilityNo cancel feeOn-time71%

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