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$110+ Cheap flights from New Windsor (SWF) to Virginia

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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — RIC
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from Stewart to Virginia

Keep the following information in mind while searching for Stewart to Virginia flight deals. Data was last updated August 18, 2025.

Round-trip from

$204
(Mytrip)

One-way from

$110
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$229
From New Windsor Stewart to Virginia
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One-way flight from New Windsor Stewart to Virginia
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Highest demand for flights based on searches. 8% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Stewart to Virginia

Cheapest flights from Stewart to Virginia
Explore the most affordable flight options available from Stewart to Virginia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Mytrip deal was found by Cheapflights users on 8/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:31 amSWF - RIC
1 stop7h 06mMultiple Airlines
Sun 11/97:42 pmRIC - SWF
1 stop15h 29mMultiple Airlines
Deal found 8/18$204
This Mytrip deal was found by Cheapflights users on 8/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2411:31 amSWF - ORF
1 stop11h 15mMultiple Airlines
Sun 10/265:38 pmORF - SWF
2 stops20h 33mMultiple Airlines
Deal found 8/16$244
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 10/27:11 pmSWF - RIC
1 stop20h 24mMultiple Airlines
Thu 10/97:12 pmRIC - SWF
1 stop15h 39mMultiple Airlines
Deal found 8/18$314
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Fri 10/2411:31 amSWF - IAD
2 stops12h 40mMultiple Airlines
Mon 10/2712:09 pmIAD - SWF
1 stop7h 07mMultiple Airlines
Deal found 8/16$321
This Mytrip deal was found by Cheapflights users on 8/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3111:31 amSWF - IAD
3 stops23h 50mMultiple Airlines
Mon 11/312:09 pmIAD - SWF
1 stop7h 07mMultiple Airlines
Deal found 8/17$333
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 10/27:11 pmSWF - RIC
1 stop20h 24mMultiple Airlines
Sun 10/57:12 pmRIC - SWF
1 stop14h 59mMultiple Airlines
Deal found 8/18$337
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sun 10/197:11 pmSWF - GSO
1 stop19h 51mAllegiant Air
Mon 10/273:21 pmGSO - SWF
1 stop19h 05mAllegiant Air
Deal found 8/18$372
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Fri 8/225:36 pmSWF - RDU
2 stops17h 01mMultiple Airlines
Sun 8/247:56 pmRDU - SWF
1 stop20h 50mMultiple Airlines
Deal found 8/16$374
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 10/167:11 pmSWF - GSO
1 stop19h 30mAllegiant Air
Mon 10/273:21 pmGSO - SWF
1 stop19h 05mAllegiant Air
Deal found 8/18$392
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Fri 8/225:36 pmSWF - RIC
2 stops20h 37mMultiple Airlines
Sun 8/249:11 pmRIC - SWF
1 stop19h 35mMultiple Airlines
Deal found 8/17$420
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Thu 9/112:04 pmSWF - RDU
2 stops19h 49mMultiple Airlines
Sat 9/137:03 pmRDU - SWF
1 stop16h 00mMultiple Airlines
Deal found 8/17$420
This Mytrip deal was found by Cheapflights users on 8/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/291:55 pmSWF - ORF
1 stop8h 39mMultiple Airlines
Mon 9/15:30 amORF - SWF
1 stop7h 35mMultiple Airlines
Deal found 8/17$421

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Virginia 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 August 18, 2025.
Use the filters below to find and compare flights from New Windsor to Virginia that are best for you.

Fly from

Stewart

Fly to

Virginia

Route

Depart

Return

Price

New WindsorRichmond

SWF - RIC

SWFRIC

New Windsor Stewart

Fri 11/7

11:31 am-6:37 pm

1 stop7h 06m

Richmond Byrd Intl

Sun 11/9

7:42 pm-11:11 am

1 stop15h 29m

$204

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 10/24

11:31 am-10:46 pm

1 stop11h 15m

Norfolk

Sun 10/26

5:38 pm-2:11 pm

2 stops20h 33m

$244

New WindsorRichmond

SWF - RIC

SWFRIC

New Windsor Stewart

Thu 10/2

7:11 pm-3:35 pm

1 stop20h 24m

Richmond Byrd Intl

Thu 10/9

7:12 pm-10:51 am

1 stop15h 39m

$314

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Fri 10/24

11:31 am-12:11 am

2 stops12h 40m

Washington, D.C. Dulles Intl

Mon 10/27

12:09 pm-7:16 pm

1 stop7h 07m

$321

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Fri 10/31

11:31 am-11:21 am

3 stops23h 50m

Washington, D.C. Dulles Intl

Mon 11/3

12:09 pm-7:16 pm

1 stop7h 07m

$333

New WindsorRichmond

SWF - RIC

SWFRIC

New Windsor Stewart

Thu 10/2

7:11 pm-3:35 pm

1 stop20h 24m

Richmond Byrd Intl

Sun 10/5

7:12 pm-10:11 am

1 stop14h 59m

$337

New WindsorGreensboro

SWF - GSO

SWFGSO

New Windsor Stewart

Sun 10/19

7:11 pm-3:02 pm

1 stop19h 51m

Greensboro/H. Point

Mon 10/27

3:21 pm-10:26 am

1 stop19h 05m

$372

New WindsorGreensboro

SWF - GSO

SWFGSO

New Windsor Stewart

Thu 10/16

7:11 pm-2:41 pm

1 stop19h 30m

Greensboro/H. Point

Mon 10/27

3:21 pm-10:26 am

1 stop19h 05m

$392

New WindsorRichmond

SWF - RIC

SWFRIC

New Windsor Stewart

Fri 8/22

5:36 pm-2:13 pm

2 stops20h 37m

Richmond Byrd Intl

Sun 8/24

9:11 pm-4:46 pm

1 stop19h 35m

$420

New WindsorRaleigh

SWF - RDU

SWFRDU

New Windsor Stewart

Thu 9/11

2:04 pm-9:53 am

2 stops19h 49m

Raleigh-Durham

Sat 9/13

7:03 pm-11:03 am

1 stop16h 00m

$420

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 60 results
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Best time to book a flight from Stewart to Virginia

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

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

Currently, January is the cheapest month in which you can book a flight from New Windsor to Virginia (average of $281). Flying from New Windsor to Virginia in March is currently the most expensive (average of $351). 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.

What is the cheapest time of day to fly from SWF to VA?

Find hourly flight availability from Stewart to Virginia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2025.

When flying from New Windsor to Virginia, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

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

    New Windsor Stewart (SWF) is the airport you will fly out of if you book a flight from New Windsor to Virginia. It is only a 4.3 mi journey to Stewart (SWF) from New Windsor’s city center.

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

    Airlines like Allegiant Air and Breeze Airways fly from New Windsor to Virginia in about 9h 38m. The time it takes to get you to your destination can typically vary by up to 10h 13m. The distance from New Windsor to Virginia is about 337 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Most travelers choose New Windsor Stewart - Raleigh-Durham, New Windsor Stewart - Norfolk or New Windsor Stewart - Richmond Byrd Intl when deciding on the best route from New Windsor to Virginia.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Virginia 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 New Windsor to Virginia?

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Virginia (average of $281). Flying from New Windsor to Virginia in March is currently the most expensive (average of $351). 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

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See prices for flight routes from nearby airports that may be better suited for you.
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