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$159+ Cheap flights from New Windsor (SWF) 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — RIC
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
1 adult, Economy
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Cheap flight deals from Stewart to Virginia Beach

Keep the following information in mind while searching for Stewart to Virginia Beach flight deals. Data was last updated September 14, 2025.

Round-trip from

$275
(Kiwi.com)

One-way from

$159
(Kiwi.com)

Popular in

December

Cheapest in

June

Average price

$235
From New Windsor Stewart to Virginia Beach
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One-way flight from New Windsor Stewart 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 Stewart to Virginia Beach

Cheapest flights from Stewart to Virginia Beach
Explore the most affordable flight options available from Stewart to Virginia Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/26:16 pmSWF - ORF
1 stop28h 02mMultiple Airlines
Thu 11/69:36 pmORF - SWF
1 stop14h 08mMultiple Airlines
Deal found 9/13$275
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 9/2811:43 amSWF - ORF
2 stops23h 41mMultiple Airlines
Thu 10/25:20 amORF - SWF
1 stop30h 01mMultiple Airlines
Deal found 9/13$282
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/1711:31 amSWF - ORF
1 stop11h 15mMultiple Airlines
Sun 10/197:00 amORF - SWF
1 stop11h 21mMultiple Airlines
Deal found 9/13$346
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/1011:41 amSWF - ORF
1 stop11h 05mMultiple Airlines
Mon 10/137:00 amORF - SWF
1 stop27h 26mMultiple Airlines
Deal found 9/13$355
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/2411:31 amSWF - ORF
1 stop11h 15mMultiple Airlines
Sun 10/269:36 pmORF - SWF
1 stop14h 08mMultiple Airlines
Deal found 9/13$363
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/2412:24 pmSWF - ORF
2 stops9h 38mBreeze Airways
Sun 10/269:36 pmORF - SWF
1 stop14h 08mBreeze Airways
Deal found 9/13$394
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 9/1811:43 amSWF - ORF
2 stops23h 41mMultiple Airlines
Sun 9/219:36 pmORF - SWF
1 stop14h 08mMultiple Airlines
Deal found 9/14$395
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 9/2612:24 pmSWF - ORF
2 stops20h 12mBreeze Airways
Sun 9/289:36 pmORF - SWF
1 stop14h 08mBreeze Airways
Deal found 9/13$414

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart 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 14, 2025.
Use the filters below to find and compare flights from New Windsor to Virginia Beach that are best for you.

Fly from

Stewart

Fly to

Virginia Beach

Route

Depart

Return

Price

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 10/17

11:31 am-10:46 pm

1 stop11h 15m

Norfolk

Sun 10/19

7:00 am-6:21 pm

1 stop11h 21m

$346

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 10/10

11:41 am-10:46 pm

1 stop11h 05m

Norfolk

Mon 10/13

7:00 am-10:26 am

1 stop27h 26m

$355

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Sun 9/28

11:43 am-4:43 pm

1 stop29h 00m

Norfolk

Thu 10/2

5:20 am-11:21 am

1 stop30h 01m

$358

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 10/24

11:31 am-10:46 pm

1 stop11h 15m

Norfolk

Sun 10/26

9:36 pm-11:44 am

1 stop14h 08m

$363

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 10/24

12:24 pm-10:02 pm

2 stops9h 38m

Norfolk

Sun 10/26

9:36 pm-11:44 am

1 stop14h 08m

$394

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 9/18

11:43 am-11:24 am

2 stops23h 41m

Norfolk

Sun 9/21

9:36 pm-11:44 am

1 stop14h 08m

$395

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 9/26

12:24 pm-8:36 am

2 stops20h 12m

Norfolk

Sun 9/28

9:36 pm-11:44 am

1 stop14h 08m

$414

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 9/19

12:24 pm-8:36 am

2 stops20h 12m

Norfolk

Sun 9/21

9:36 pm-11:44 am

1 stop14h 08m

$475

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 10/3

12:11 pm-10:48 pm

1 stop10h 37m

$159

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 10/10

11:41 am-12:27 pm

2 stops24h 46m

$173

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 18 results
1
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Best time to book a flight from Stewart to Virginia Beach

Have a flexible travel schedule? Discover the best time to fly to Virginia Beach from Stewart 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 New Windsor to Virginia Beach

What is the cheapest month to book a flight from New Windsor to Virginia Beach?

Currently, January is the cheapest month in which you can book a flight from New Windsor to Virginia Beach (average of $281). Flying from New Windsor 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 SWF to V1B?

Find hourly flight availability from Stewart 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 14, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to Virginia Beach as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Virginia Beach. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from New Windsor to Virginia Beach?

    New Windsor Stewart (SWF) is the airport you will fly out of if you book a flight from New Windsor to Virginia Beach. You should not have trouble finding flights to Virginia Beach from Stewart; the airport handles an average of 0 outbound flights to Virginia Beach per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the New Windsor airport to Virginia Beach. It is only a 4.3 mi journey to Stewart (SWF) from New Windsor’s city center.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart 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 New Windsor to Virginia Beach?

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Virginia Beach (average of $281). Flying from New Windsor 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

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