HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$113+ Cheap flights from Virginia Beach, VA to New Windsor (SWF)

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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SWF
Aug 6 — Aug 131
Thu 8/6
Thu 8/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Virginia Beach to Stewart with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Virginia Beach to Stewart

Cheapest flights from Virginia Beach to Stewart
Explore the most affordable flight options available from Virginia Beach to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/3. 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 9/109:50 pm
ORF
-
SWF
1 stop13h 46m
Breeze Airways
Sat 9/1212:39 pm
SWF
-
ORF
2 stops9h 50m
Breeze Airways
Deal found 7/3$262
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 8/69:52 pm
ORF
-
SWF
1 stop13h 45m
Multiple Airlines
Thu 8/1310:28 am
SWF
-
ORF
2 stops24h 47m
Multiple Airlines
Deal found 7/5$305
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Wed 8/57:06 pm
ORF
-
SWF
2 stops14h 32m
Multiple Airlines
Tue 8/1111:48 am
SWF
-
ORF
1 stop8h 51m
Multiple Airlines
Deal found 7/2$322
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 8/139:52 pm
ORF
-
SWF
1 stop13h 45m
Breeze Airways
Mon 8/1712:17 pm
SWF
-
ORF
1 stop21h 03m
Breeze Airways
Deal found 7/3$325
This Kiwi.com deal was found by Cheapflights users on 7/6. 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.
Wed 7/227:06 pm
ORF
-
SWF
2 stops14h 32m
Multiple Airlines
Mon 7/2712:17 pm
SWF
-
ORF
1 stop21h 03m
Multiple Airlines
Deal found 7/6$332
This Kiwi.com deal was found by Cheapflights users on 7/6. 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.
Sat 8/227:06 pm
ORF
-
SWF
2 stops17h 04m
Multiple Airlines
Thu 8/2710:33 am
SWF
-
ORF
1 stop29h 38m
Multiple Airlines
Deal found 7/6$351
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 8/279:52 pm
ORF
-
SWF
1 stop13h 45m
Breeze Airways
Wed 9/212:05 pm
SWF
-
ORF
2 stops8h 50m
Breeze Airways
Deal found 7/5$356
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 8/169:52 pm
ORF
-
SWF
1 stop13h 45m
Multiple Airlines
Sun 8/231:00 pm
SWF
-
ORF
2 stops23h 25m
Multiple Airlines
Deal found 7/2$363
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 9/35:06 pm
ORF
-
SWF
1 stop16h 40m
Multiple Airlines
Sat 9/512:05 pm
SWF
-
ORF
2 stops8h 50m
Multiple Airlines
Deal found 7/3$369

Find flight deals from Virginia Beach to Stewart

Keep the following information in mind while searching for Virginia Beach to Stewart flight deals. Data was last updated July 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$262
(Kiwi.com)

One-way from

$113
(Kiwi.com)

Popular in

June

Cheapest in

October

Average price

$252
Provider with most accurate pricing for Norfolk-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-New York (NYC) flights.
Search Deals
From Virginia Beach to New Windsor Stewart
Search Deals
One-way flight from Virginia Beach to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia Beach 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 July 7, 2026.
Use the filters below to find and compare flights from Virginia Beach to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Thu 8/13

9:52 pm-11:37 am

1 stop13h 45m

New Windsor Stewart

Mon 8/17

12:17 pm-9:20 am

1 stop21h 03m

$325

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Sun 8/16

9:52 pm-11:37 am

1 stop13h 45m

New Windsor Stewart

Sun 8/23

1:00 pm-12:25 pm

2 stops23h 25m

$363

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Wed 8/5

9:34 pm-9:53 am

1 stop12h 19m

New Windsor Stewart

Tue 8/11

11:48 am-8:39 pm

1 stop8h 51m

$372

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Thu 7/30

9:52 pm-11:37 am

1 stop13h 45m

New Windsor Stewart

Thu 8/6

10:33 am-8:39 pm

1 stop10h 06m

$390

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Wed 8/12

9:34 pm-9:53 am

1 stop12h 19m

New Windsor Stewart

Fri 8/14

12:17 pm-9:17 pm

2 stops9h 00m

$409

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Sat 7/25

7:06 pm-9:38 am

2 stops14h 32m

New Windsor Stewart

Tue 7/28

11:48 am-8:39 pm

1 stop8h 51m

$411

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Thu 8/6

9:52 pm-11:37 am

1 stop13h 45m

New Windsor Stewart

Mon 8/10

12:17 pm-8:58 pm

2 stops8h 41m

$450

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Sat 7/18

7:06 pm-9:38 am

2 stops14h 32m

New Windsor Stewart

Mon 7/20

12:17 pm-9:20 am

1 stop21h 03m

$518

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Fri 7/24

12:10 pm-11:25 am

2 stops23h 15m

New Windsor Stewart

Sun 7/26

10:33 am-8:39 pm

1 stop10h 06m

$519
Quickest round-trip

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Wed 7/29

9:34 pm-9:53 am

1 stop12h 19m

New Windsor Stewart

Fri 7/31

12:17 pm-8:39 pm

2 stops8h 22m

$569

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/4

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Virginia Beach to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Virginia Beach 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 Virginia Beach to New Windsor
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Virginia Beach to Stewart. 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 into for flights to New Windsor from Virginia Beach?

    For a flight from Virginia Beach to New Windsor, you will be flying into Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city. Stewart is the only New Windsor airport and it handles 0 inbound flights from Virginia Beach per day. 0 airlines have flights to New Windsor Stewart from Virginia Beach on a regular basis.

  • How long is the flight from Virginia Beach to New Windsor?

    A quick flight from Virginia Beach to New Windsor can take about 13h 45m. Breeze Airways provides one of the quickest options available for as low as $325. The distance between Virginia Beach and New Windsor is about 337 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Virginia Beach 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Virginia Beach to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Raleigh to LaGuardia flights
Raleigh to John F Kennedy Intl flights
Raleigh to Newark flights
Dulles Intl to John F Kennedy Intl flights
Reagan-National to John F Kennedy Intl flights
Reagan-National to Newark flights
Greensboro to Newark flights
Raleigh to White Plains flights
Dulles Intl to LaGuardia flights
Dulles Intl to Newark flights
Reagan-National to LaGuardia flights
Norfolk to LaGuardia flights
Richmond to Newark flights
Greensboro to LaGuardia flights
Richmond to LaGuardia flights
Norfolk to Newark flights
Richmond to John F Kennedy Intl flights
Reagan-National to Buffalo flights
Greensboro to John F Kennedy Intl flights
Dulles Intl to Albany flights
Dulles Intl to Buffalo flights
Norfolk to John F Kennedy Intl flights
Raleigh to Buffalo flights
Raleigh to Stewart flights
Reagan-National to Albany flights
Raleigh to Albany flights
Roanoke to Newark flights
Roanoke to LaGuardia flights
Roanoke to John F Kennedy Intl flights
Raleigh to Islip flights
Reagan-National to Syracuse flights
Charlottesville to LaGuardia flights
Dulles Intl to Syracuse flights
Dulles Intl to Rochester flights
Raleigh to Syracuse flights
Charlottesville to Newark flights
Reagan-National to Rochester flights
Norfolk to Syracuse flights
Dulles Intl to Plattsburgh flights
Richmond to Albany flights
Richmond to Buffalo flights
Norfolk to Buffalo flights
Reagan-National to Islip flights
Raleigh to Rochester flights
Greensboro to Buffalo flights
Lynchburg to Newark flights
Norfolk to Albany flights
Lynchburg to LaGuardia flights
Richmond to Syracuse flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.