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Stewart

$49+ Cheap flights from Virginia 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
Jun 18 — Jun 251
Thu 6/18
Thu 6/25
1 adult, Economy
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Cheap flight deals from Virginia to Stewart

Cheapest flights from Virginia to Stewart
Explore the most affordable flight options available from Virginia to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/17. 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 9/169:59 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Wed 9/2312:39 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/17$97
This CheapOair deal was found by Cheapflights users on 5/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:59 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 9/1212:39 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/15$102
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 9/199:59 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Wed 9/2312:39 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/19$103
This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Sat 8/159:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 8/2912:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/16$107
This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Wed 10/79:59 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 10/1012:39 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/16$112
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 9/29:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 9/512:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/19$118
This CheapOair deal was found by Cheapflights users on 5/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:59 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 10/1712:39 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/19$122
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:59 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 10/1012:39 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/15$127
This CheapOair deal was found by Cheapflights users on 5/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Wed 8/1912:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/15$132
This CheapOair deal was found by Cheapflights users on 5/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 9/512:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/16$143
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 7/296:25 pm
IAD
-
SWF
1 stop15h 13m
Multiple Airlines
Thu 8/610:28 am
SWF
-
IAD
1 stop9h 30m
Multiple Airlines
Deal found 5/17$218
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 10/111:17 am
IAD
-
SWF
1 stop23h 12m
Multiple Airlines
Sun 10/411:48 am
SWF
-
IAD
1 stop8h 33m
Multiple Airlines
Deal found 5/19$248

Find flight deals from Virginia to Stewart

Keep the following information in mind while searching for Virginia to Stewart flight deals. Data was last updated May 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Kiwi.com)

One-way from

$49
(Priceline)

Popular in

April

Cheapest in

August

Average price

$263
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 to New Windsor Stewart
Search Deals
One-way flight from Virginia to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia 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 May 19, 2026.
Use the filters below to find and compare flights from Virginia to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Sat 6/13

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Wed 6/17

12:05 pm-1:45 pm

Nonstop1h 40m

$178

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 6/24

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Wed 7/1

12:05 pm-1:45 pm

Nonstop1h 40m

$188

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 6/3

7:52 pm-8:58 am

1 stop13h 06m

New Windsor Stewart

Sat 6/6

12:05 pm-1:45 pm

Nonstop1h 40m

$210

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 6/17

6:15 am-9:38 am

2 stops27h 23m

New Windsor Stewart

Wed 6/24

12:05 pm-1:45 pm

Nonstop1h 40m

$217

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Wed 7/29

6:25 pm-9:38 am

1 stop15h 13m

New Windsor Stewart

Thu 8/6

10:28 am-7:58 pm

1 stop9h 30m

$218

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 7/15

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Sat 7/18

12:05 pm-1:45 pm

Nonstop1h 40m

$218

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Sat 6/6

9:12 pm-8:58 am

1 stop11h 46m

New Windsor Stewart

Mon 6/8

9:39 am-8:17 pm

1 stop10h 38m

$277

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Wed 6/17

6:26 pm-9:38 am

1 stop15h 12m

New Windsor Stewart

Wed 6/24

7:56 pm-3:37 pm

2 stops43h 41m

$278

BlountvilleNew Windsor

TRI - SWF

TRISWF

Blountville Tri Cities TN/VA

Sun 6/14

3:16 pm-8:49 am

1 stop17h 33m

New Windsor Stewart

Sun 6/21

8:04 pm-8:14 am

1 stop12h 10m

$304

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Wed 6/10

7:35 pm-8:58 am

1 stop13h 23m

New Windsor Stewart

Thu 6/18

10:28 am-11:26 am

2 stops24h 58m

$306

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/16

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Virginia to Stewart

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

    If you book a flight to New Windsor from Virginia, you will be flying to Stewart, which is the city’s only airport. New Windsor Stewart (SWF) is located 4.3 mi from the center of New Windsor.

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

    There are many flights that can get you from Virginia to New Windsor in 1h 40m. Fly via Breeze Airways or Allegiant Air to get the fastest option. Airlines will cover a distance of 463 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Virginia to New Windsor?

    The most popular flight routes from Virginia to New Windsor are Raleigh-Durham - New Windsor Stewart, Norfolk - New Windsor Stewart and Washington, D.C. Dulles Intl - New Windsor Stewart.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Virginia 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

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