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Stewart

$146+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SWF
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap 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 29, 2025.

Round-trip from

$254
(Mytrip)

One-way from

$146
(Mytrip)

Popular in

November

Cheapest in

September

Average price

$239
From Virginia Beach to New Windsor Stewart
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One-way flight from Virginia Beach to New Windsor Stewart
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Highest demand for flights based on searches. 5% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 29, 2025.

This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/225:30 amORF - SWF
1 stop11h 16mMultiple Airlines
Sun 8/246:50 pmSWF - ORF
2 stops21h 35mMultiple Airlines
Deal found 7/29$254
This Gotogate deal was found by Cheapflights users on 7/28. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/289:36 pmORF - SWF
1 stop14h 08mBreeze Airways
Fri 10/312:24 pmSWF - ORF
2 stops9h 38mBreeze Airways
Deal found 7/28$505

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 29, 2025.
Use the filters below to find and compare flights from Virginia Beach to New Windsor that are best for you.

Fly from

Virginia Beach

Fly to

Stewart

Route

Depart

Return

Price

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Fri 8/22

5:30 am-4:46 pm

1 stop11h 16m

New Windsor Stewart

Sun 8/24

6:50 pm-4:25 pm

2 stops21h 35m

$254

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Sun 9/28

9:36 pm-11:44 am

1 stop14h 08m

New Windsor Stewart

Fri 10/3

12:24 pm-10:02 pm

2 stops9h 38m

$505

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Fri 8/15

5:30 am-6:47 pm

1 stop13h 17m

$146

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Thu 9/11

9:36 pm-11:44 am

1 stop14h 08m

$230

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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

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

Currently, October is the cheapest month in which you can book a flight from Virginia Beach to New Windsor (average of $109). Flying from Virginia Beach to New Windsor in August is currently the most expensive (average of $206). 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.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. 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 Stewart. Reviews last updated July 29, 2025.
See what other customers who have flown with Breeze Airways from Virginia Beach to New Windsor have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
190 reviews

Comfort

8.1

Entertainment

6.6

Boarding

8.3

Food

6.7

Crew

8.7

Overall

8.0

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
190 reviews
Breeze Airways
8.0
Very good
190 reviews

Comfort

8.1

Entertainment

6.6

Boarding

8.3

Food

6.7

Crew

8.7

Overall

8.0

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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.

  • 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.

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

    Currently, October is the cheapest month in which you can book a flight from Virginia Beach to New Windsor (average of $109). Flying from Virginia Beach to New Windsor in August is currently the most expensive (average of $206). 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

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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