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Stewart

$112+ 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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SWF
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap 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 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$223
(Mytrip)

One-way from

$112
(Mytrip)

Popular in

July

Cheapest in

September

Average price

$218
Provider with most accurate pricing for Norfolk-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Norfolk-New York (NYC) flights.
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From Virginia to New Windsor Stewart
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One-way flight from Virginia to New Windsor Stewart
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Highest demand for flights based on searches. 4% potential increase in price ($9 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 May 2025
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Find 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 1, 2025.

This Mytrip deal was found by Cheapflights users on 4/30. 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.
Thu 10/308:43 pmRDU - SWF
1 stop13h 58mMultiple Airlines
Mon 11/312:01 pmSWF - RDU
1 stop7h 47mMultiple Airlines
Deal found 4/30$221
This Mytrip deal was found by Cheapflights users on 4/30. 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 6/66:00 amRIC - SWF
1 stop12h 28mMultiple Airlines
Mon 6/97:18 pmSWF - RIC
1 stop25h 28mMultiple Airlines
Deal found 4/30$223
This Mytrip deal was found by Cheapflights users on 4/29. 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 6/133:19 pmORF - SWF
1 stop18h 52mMultiple Airlines
Fri 6/208:01 pmSWF - ORF
1 stop13h 25mMultiple Airlines
Deal found 4/29$236
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/309:05 pmIAD - SWF
2 stops15h 57mMultiple Airlines
Sun 6/16:06 pmSWF - IAD
3 stops22h 09mMultiple Airlines
Deal found 4/30$350
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/59:40 pmORF - SWF
1 stop15h 08mBreeze Airways
Mon 6/91:28 pmSWF - ORF
1 stop21h 51mBreeze Airways
Deal found 4/30$449
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/253:53 pmRDU - SWF
2 stops19h 51mBreeze Airways
Sun 9/2811:33 amSWF - RDU
1 stop21h 34mBreeze Airways
Deal found 4/29$527
This FlightHub deal was found by Cheapflights users on 4/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/88:56 pmGSO - SWF
1 stop21h 53mBreeze Airways
Sun 8/107:52 pmSWF - GSO
1 stop19h 23mBreeze Airways
Deal found 4/30$614
This KAYAK deal was found by Cheapflights users on 4/29. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/283:27 pmRIC - SWF
3 stops21h 21mBreeze Airways
Mon 9/11:28 pmSWF - RIC
2 stops18h 46mBreeze Airways
Deal found 4/29$871

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 1, 2025.
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

RichmondNew Windsor

RIC - SWF

RICSWF

Richmond Byrd Intl

Fri 6/6

6:00 am-6:28 pm

1 stop12h 28m

New Windsor Stewart

Mon 6/9

7:18 pm-8:46 pm

1 stop25h 28m

$223

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Fri 6/13

3:19 pm-10:11 am

1 stop18h 52m

New Windsor Stewart

Fri 6/20

8:01 pm-9:26 am

1 stop13h 25m

$236

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 5/30

9:05 pm-1:02 pm

2 stops15h 57m

New Windsor Stewart

Sun 6/1

6:06 pm-4:15 pm

3 stops22h 09m

$350

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Thu 6/5

9:40 pm-12:48 pm

1 stop15h 08m

New Windsor Stewart

Mon 6/9

1:28 pm-11:19 am

1 stop21h 51m

$449

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Thu 5/15

5:05 pm-11:05 am

2 stops18h 00m

New Windsor Stewart

Mon 5/19

11:55 am-8:59 pm

3 stops33h 04m

$526

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Thu 9/25

3:53 pm-11:44 am

2 stops19h 51m

New Windsor Stewart

Sun 9/28

11:33 am-9:07 am

1 stop21h 34m

$527

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 8/8

8:56 pm-6:49 pm

1 stop21h 53m

New Windsor Stewart

Sun 8/10

7:52 pm-3:15 pm

1 stop19h 23m

$614

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 6/26

9:21 am-10:31 am

1 stop25h 10m

$112

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Fri 5/16

3:18 pm-10:13 am

1 stop18h 55m

$116

RichmondNew Windsor

RIC - SWF

RICSWF

Richmond Byrd Intl

Sun 5/18

6:00 am-11:05 am

1 stop29h 05m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 18 results
1
2

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, October is the cheapest month in which you can book a flight from Virginia to New Windsor (average of $109). Flying from Virginia to New Windsor in August is currently the most expensive (average of $223). 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 VA to SWF?

Find hourly flight availability from Virginia to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

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

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 May 1, 2025.
Breeze Airways
8.1
Very good
160 reviews

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Overall

8.1

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Overall

8.1

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Allegiant Air
7.3
Good
734 reviews
Breeze Airways
8.1
Very good
160 reviews

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Overall

8.1

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • 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, October is the cheapest month in which you can book a flight from Virginia to New Windsor (average of $109). Flying from Virginia to New Windsor in August is currently the most expensive (average of $223). 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 Virginia?

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

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