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Stewart

$48+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SWF
Mar 21 — Mar 281
Sat 3/21
Sat 3/28
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 February 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Wed 5/279:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 5/3012:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 2/15$97
This CheapOair deal was found by Cheapflights users on 2/15. 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 5/69:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 5/912:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 2/15$102
This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Wed 6/39:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Wed 6/1712:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 2/15$107
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 5/209:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Wed 5/2712:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 2/18$117
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 7/299:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Wed 8/2612:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 2/17$118
This CheapOair deal was found by Cheapflights users on 2/16. 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 5/309:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 6/1312:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 2/16$122
This CheapOair deal was found by Cheapflights users on 2/15. 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 6/179:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 6/2012:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 2/15$127
This CheapOair deal was found by Cheapflights users on 2/18. 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 7/19:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Wed 7/2912:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 2/18$132
This CheapOair deal was found by Cheapflights users on 2/15. 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 8/59:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 8/812:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 2/15$137
This CheapOair deal was found by Cheapflights users on 2/18. 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 5/279:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Wed 7/812:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 2/18$154
This Breeze Airways deal was found by Cheapflights users on 2/15. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 7/1812:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 2/15$163
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 3/47:31 pm
ORF
-
SWF
1 stop13h 48m
Multiple Airlines
Sun 3/810:09 am
SWF
-
ORF
2 stops24h 46m
Multiple Airlines
Deal found 2/17$231

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 February 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Kiwi.com)

One-way from

$48
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$273
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. 8% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 19, 2026.
Use the filters below to find and compare flights from Virginia to New Windsor that are best for you.

Fly from

Virginia

Fly to

Stewart

Route

Depart

Return

Price

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 5/27

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Sat 5/30

12:05 pm-1:45 pm

Nonstop1h 40m

$97

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 5/6

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Sat 5/9

12:05 pm-1:45 pm

Nonstop1h 40m

$102

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 6/3

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Sat 6/6

12:05 pm-1:45 pm

Nonstop1h 40m

$102

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 6/3

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Wed 6/17

12:05 pm-1:45 pm

Nonstop1h 40m

$112

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 8/5

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Wed 9/2

12:05 pm-1:45 pm

Nonstop1h 40m

$117

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 7/29

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Wed 8/26

12:05 pm-1:45 pm

Nonstop1h 40m

$118

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 6/17

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Sat 6/20

12:05 pm-1:45 pm

Nonstop1h 40m

$122

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Sat 5/30

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Sat 6/13

12:05 pm-1:45 pm

Nonstop1h 40m

$122

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Wed 3/4

7:31 pm-9:19 am

1 stop13h 48m

New Windsor Stewart

Sun 3/8

10:09 am-10:55 am

2 stops24h 46m

$231

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 5/22

3:28 pm-11:25 am

2 stops19h 57m

New Windsor Stewart

Sun 5/31

8:10 pm-2:28 pm

1 stop18h 18m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/15

Showing 1-10 of 60 results
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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

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

Currently, June is the cheapest month in which you can book a flight from Virginia to New Windsor (average of $99). Flying from Virginia to New Windsor in January is currently the most expensive (average of $179). 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.

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 Richmond Byrd 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.

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

    Currently, June is the cheapest month in which you can book a flight from Virginia to New Windsor (average of $99). Flying from Virginia to New Windsor in January is currently the most expensive (average of $179). 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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