HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$56+ 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 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SWF
Jun 12 — Jun 191
Fri 6/12
Fri 6/19
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Virginia 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 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 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/9. 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 5/9$97
This Kiwi.com deal was found by Cheapflights users on 5/10. 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
Wed 9/912:39 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/10$106
This Kiwi.com deal was found by Cheapflights users on 5/11. 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
Wed 10/1412:39 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/11$107
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 10/219:59 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Wed 10/2812:39 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/11$108
This CheapOair deal was found by Cheapflights users on 5/12. 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 8/199:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Wed 8/2612:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/12$112
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 5/11$113
This CheapOair deal was found by Cheapflights users on 5/9. 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 6/69:45 am
RDU
-
SWF
Nonstop1h 40m
Breeze Airways
Sat 6/1312:05 pm
SWF
-
RDU
Nonstop1h 40m
Breeze Airways
Deal found 5/9$123
This CheapOair deal was found by Cheapflights users on 5/12. 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 5/12$127
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 7/44:55 pm
IAD
-
SWF
1 stop16h 43m
Multiple Airlines
Wed 7/87:46 pm
SWF
-
IAD
1 stop17h 05m
Multiple Airlines
Deal found 5/11$206
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 7/44:55 pm
IAD
-
SWF
1 stop16h 43m
Multiple Airlines
Thu 7/910:28 am
SWF
-
IAD
1 stop9h 30m
Multiple Airlines
Deal found 5/11$262
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 8/148:57 pm
IAD
-
SWF
2 stops14h 28m
Multiple Airlines
Sun 8/1610:28 am
SWF
-
IAD
1 stop9h 30m
Multiple Airlines
Deal found 5/10$284
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/176:26 pm
IAD
-
SWF
1 stop15h 12m
Multiple Airlines
Wed 6/247:56 pm
SWF
-
IAD
2 stops43h 41m
Multiple Airlines
Deal found 5/12$292

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 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Kiwi.com)

One-way from

$56
(Expedia)

Popular in

April

Cheapest in

August

Average price

$253
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. 5% potential increase in price ($14 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 13, 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

Wed 7/29

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Sat 8/1

12:05 pm-1:45 pm

Nonstop1h 40m

$168

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Wed 8/26

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Sun 8/30

7:31 pm-12:29 am

2 stops52h 58m

$196

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 7/4

4:55 pm-9:38 am

1 stop16h 43m

New Windsor Stewart

Wed 7/8

7:46 pm-12:51 pm

1 stop17h 05m

$206

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

$208

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Sat 5/23

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Thu 5/28

9:38 am-5:36 pm

1 stop7h 58m

$212

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

$221

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Sat 10/3

9:59 am-11:39 am

Nonstop1h 40m

New Windsor Stewart

Sun 10/4

7:09 pm-8:59 am

1 stop13h 50m

$245

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Sat 5/30

9:45 am-11:25 am

Nonstop1h 40m

New Windsor Stewart

Thu 6/11

9:38 am-5:50 pm

1 stop8h 12m

$265

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Tue 7/14

10:36 pm-9:38 am

2 stops35h 02m

New Windsor Stewart

Sat 8/1

12:05 pm-1:45 pm

Nonstop1h 40m

$271

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Thu 6/4

9:52 pm-11:37 am

1 stop13h 45m

New Windsor Stewart

Mon 6/8

9:39 am-8:17 pm

1 stop10h 38m

$306

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
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, Washington, D.C. Dulles Intl - New Windsor Stewart and Norfolk - 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

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 to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
San Francisco to Newark flights
San Francisco to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
San Francisco to LaGuardia flights
Los Angeles to John F Kennedy Intl flights
Los Angeles to Newark flights
Dallas/Fort Worth to Newark flights
Dallas/Fort Worth to John F Kennedy Intl flights
Ontario to John F Kennedy Intl flights
Miami to John F Kennedy Intl flights
Los Angeles to LaGuardia flights
Atlanta to John F Kennedy Intl flights
Atlanta to Newark flights
O'Hare Intl to John F Kennedy Intl flights
Miami to LaGuardia flights
San Jose to John F Kennedy Intl flights
Atlanta to LaGuardia flights
San Jose to Newark flights
Hobby to LaGuardia flights
Seattle to Newark flights
O'Hare Intl to LaGuardia flights
Fort Lauderdale to Newark flights
Charlotte to LaGuardia flights
Orlando to LaGuardia flights
Denver to LaGuardia flights
Miami to Newark flights
Oakland to John F Kennedy Intl flights
Detroit to LaGuardia flights
Orlando to Newark flights
Fort Lauderdale to LaGuardia flights
Fort Lauderdale to John F Kennedy Intl flights
O'Hare Intl to Newark flights
Orlando to John F Kennedy Intl flights
Detroit to Newark flights
Oakland to Newark flights
Seattle to LaGuardia flights
Ontario to Newark flights
Denver to Newark flights
West Palm Beach to John F Kennedy Intl flights
George Bush Intcntl to LaGuardia flights
Austin to Newark flights
Denver to John F Kennedy Intl flights
Hobby to John F Kennedy Intl flights
Tampa to Newark flights
Midway to Newark flights
Tampa to John F Kennedy Intl flights
Santa Ana to John F Kennedy Intl flights
George Bush Intcntl to John F Kennedy Intl flights
Raleigh to LaGuardia flights
Minneapolis to LaGuardia 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.