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Stewart

$91+ 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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SWF
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$178
(Mytrip)

One-way from

$91
(Mytrip)

Popular in

June

Cheapest in

September

Average price

$241
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. 1% potential increase in price ($3 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Mytrip deal was found by Cheapflights users on 7/2. 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 10/168:43 pmRDU - SWF
1 stop13h 58mMultiple Airlines
Mon 10/2011:01 amSWF - RDU
1 stop8h 47mMultiple Airlines
Deal found 7/2$172
This Mytrip deal was found by Cheapflights users on 7/2. 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 8/19:42 amRIC - SWF
1 stop9h 24mMultiple Airlines
Fri 8/87:56 pmSWF - RIC
1 stop12h 41mMultiple Airlines
Deal found 7/2$178
This Mytrip deal was found by Cheapflights users on 7/1. 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 8/225:30 amORF - SWF
1 stop11h 16mMultiple Airlines
Mon 8/255:36 pmSWF - ORF
2 stops22h 49mMultiple Airlines
Deal found 7/1$264
This Mytrip deal was found by Cheapflights users on 7/3. 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 7/3111:58 amIAD - SWF
3 stops31h 08mMultiple Airlines
Thu 8/78:03 pmSWF - IAD
2 stops18h 20mMultiple Airlines
Deal found 7/3$334
This Gotogate deal was found by Cheapflights users on 7/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/79:40 pmORF - SWF
1 stop15h 08mBreeze Airways
Mon 8/111:28 pmSWF - ORF
1 stop21h 51mBreeze Airways
Deal found 7/1$446
This Booking.com deal was found by Cheapflights users on 7/1. 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.
Sun 9/73:53 pmRDU - SWF
2 stops19h 51mBreeze Airways
Sun 9/1411:33 amSWF - RDU
1 stop21h 34mBreeze Airways
Deal found 7/1$511
This FlightHub deal was found by Cheapflights users on 7/1. 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.
Mon 8/258:56 pmGSO - SWF
1 stop15h 00mBreeze Airways
Thu 8/287:52 pmSWF - GSO
1 stop19h 23mBreeze Airways
Deal found 7/1$525
This KAYAK deal was found by Cheapflights users on 7/2. 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 8/213:27 pmRIC - SWF
3 stops21h 21mBreeze Airways
Sat 8/237:29 pmSWF - RIC
2 stops19h 18mBreeze Airways
Deal found 7/2$915

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 July 3, 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 8/1

9:42 am-7:06 pm

1 stop9h 24m

New Windsor Stewart

Fri 8/8

7:56 pm-8:37 am

1 stop12h 41m

$178

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Mon 7/28

9:10 am-7:06 pm

1 stop9h 56m

New Windsor Stewart

Fri 8/1

7:56 pm-5:14 pm

2 stops21h 18m

$201

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Fri 8/22

5:30 am-4:46 pm

1 stop11h 16m

New Windsor Stewart

Mon 8/25

5:36 pm-4:25 pm

2 stops22h 49m

$264

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 8/14

6:14 pm-10:25 am

1 stop16h 11m

New Windsor Stewart

Sun 8/17

7:52 pm-2:23 pm

2 stops18h 31m

$358

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Thu 8/7

9:40 pm-12:48 pm

1 stop15h 08m

New Windsor Stewart

Mon 8/11

1:28 pm-11:19 am

1 stop21h 51m

$446

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Sun 9/7

3:53 pm-11:44 am

2 stops19h 51m

New Windsor Stewart

Sun 9/14

11:33 am-9:07 am

1 stop21h 34m

$511

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Mon 8/25

8:56 pm-11:56 am

1 stop15h 00m

New Windsor Stewart

Thu 8/28

7:52 pm-3:15 pm

1 stop19h 23m

$525

RichmondNew Windsor

RIC - SWF

RICSWF

Richmond Byrd Intl

Thu 8/21

3:27 pm-12:48 pm

3 stops21h 21m

New Windsor Stewart

Sat 8/23

7:29 pm-2:47 pm

2 stops19h 18m

$915

RichmondNew Windsor

RIC - SWF

RICSWF

Richmond Byrd Intl

Mon 7/21

9:42 am-7:06 pm

1 stop9h 24m

$91

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Fri 8/1

9:10 am-7:06 pm

1 stop9h 56m

$91

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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 $222). 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.

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 July 3, 2025.
See what other customers who have flown with Breeze Airways and Allegiant Air from Virginia to New Windsor have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Food

6.8

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

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
183 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Food

6.8

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

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
708 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Food

6.8

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

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, Greensboro/H. Point - 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.

  • 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 $222). 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
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