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Stewart

$86+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SWF
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$203
(Mytrip)

One-way from

$86
(Mytrip)

Popular in

July

Cheapest in

September

Average price

$246
Provider with most accurate pricing for Norfolk-New York (NYC) flight deals.
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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 ($10 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 March 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 March 28, 2025.

This Mytrip deal was found by Cheapflights users on 3/26. 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 5/86:00 amRIC - SWF
1 stop29h 00mMultiple Airlines
Sun 5/118:04 pmSWF - RIC
1 stop12h 03mMultiple Airlines
Deal found 3/26$203
This Mytrip deal was found by Cheapflights users on 3/25. 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.
Mon 3/313:20 pmGSO - SWF
1 stop18h 42mAllegiant Air
Wed 4/24:14 pmSWF - GSO
1 stop22h 19mAllegiant Air
Deal found 3/25$296
This Mytrip deal was found by Cheapflights users on 3/27. 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 4/108:56 pmORF - SWF
1 stop22h 53mMultiple Airlines
Mon 4/1411:50 amSWF - ORF
1 stop12h 29mMultiple Airlines
Deal found 3/27$313
This Mytrip deal was found by Cheapflights users on 3/28. 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.
Sun 4/2711:29 amRDU - SWF
1 stop23h 31mMultiple Airlines
Sun 5/45:53 pmSWF - RDU
2 stops16h 47mMultiple Airlines
Deal found 3/28$321
This Mytrip deal was found by Cheapflights users on 3/27. 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 4/174:17 pmTRI - SWF
1 stop16h 44mAllegiant Air
Sun 4/208:04 pmSWF - TRI
1 stop24h 40mAllegiant Air
Deal found 3/27$452
This FlightHub deal was found by Cheapflights users on 3/27. 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.
Thu 8/148:59 amRDU - SWF
1 stop10h 13mBreeze Airways
Thu 8/217:52 pmSWF - RDU
1 stop13h 25mBreeze Airways
Deal found 3/27$674
This FlightHub deal was found by Cheapflights users on 3/26. 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 8/228:56 pmGSO - SWF
1 stop21h 00mBreeze Airways
Sun 8/247:52 pmSWF - GSO
1 stop19h 23mBreeze Airways
Deal found 3/26$726
This KAYAK deal was found by Cheapflights users on 3/26. 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 5/229:40 pmORF - SWF
1 stop15h 08mBreeze Airways
Mon 5/261:28 pmSWF - ORF
1 stop21h 50mBreeze Airways
Deal found 3/26$851
This KAYAK deal was found by Cheapflights users on 3/26. 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.
Sun 6/84:27 pmRIC - SWF
3 stops20h 21mBreeze Airways
Fri 6/131:28 pmSWF - RIC
1 stop18h 17mBreeze Airways
Deal found 3/26$1,018

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 March 28, 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

Thu 5/8

6:00 am-11:00 am

1 stop29h 00m

New Windsor Stewart

Sun 5/11

8:04 pm-8:07 am

1 stop12h 03m

$203

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Thu 4/10

8:56 pm-7:49 pm

1 stop22h 53m

New Windsor Stewart

Mon 4/14

11:50 am-12:19 am

1 stop12h 29m

$313

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Sun 4/27

11:29 am-11:00 am

1 stop23h 31m

New Windsor Stewart

Sun 5/4

5:53 pm-10:40 am

2 stops16h 47m

$321

BlountvilleNew Windsor

TRI - SWF

TRISWF

Blountville Tri Cities TN/VA

Thu 4/17

4:17 pm-9:01 am

1 stop16h 44m

New Windsor Stewart

Sun 4/20

8:04 pm-8:44 pm

1 stop24h 40m

$452

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Thu 4/17

3:31 pm-9:01 am

1 stop17h 30m

New Windsor Stewart

Sun 4/20

8:04 pm-2:59 pm

1 stop18h 55m

$456

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Thu 8/14

8:59 am-7:12 pm

1 stop10h 13m

New Windsor Stewart

Thu 8/21

7:52 pm-9:17 am

1 stop13h 25m

$674

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 8/22

8:56 pm-5:56 pm

1 stop21h 00m

New Windsor Stewart

Sun 8/24

7:52 pm-3:15 pm

1 stop19h 23m

$726

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Thu 5/22

9:40 pm-12:48 pm

1 stop15h 08m

New Windsor Stewart

Mon 5/26

1:28 pm-11:18 am

1 stop21h 50m

$851

RichmondNew Windsor

RIC - SWF

RICSWF

Richmond Byrd Intl

Sun 6/8

4:27 pm-12:48 pm

3 stops20h 21m

New Windsor Stewart

Fri 6/13

1:28 pm-7:45 am

1 stop18h 17m

$1,018

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Thu 5/1

11:29 am-11:00 am

1 stop23h 31m

$86

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 20 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 $224). 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 March 28, 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 March 28, 2025.
Get a feel of what it's like to fly with Breeze Airways and Allegiant Air from Virginia to New Windsor by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
156 reviews

Food

6.7

Overall

8.0

Entertainment

6.6

Boarding

8.3

Crew

8.8

Comfort

8.2

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
8.0
Very good
156 reviews
Breeze Airways
8.0
Very good
156 reviews

Food

6.7

Overall

8.0

Entertainment

6.6

Boarding

8.3

Crew

8.8

Comfort

8.2

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
731 reviews
Breeze Airways
8.0
Very good
156 reviews

Food

6.7

Overall

8.0

Entertainment

6.6

Boarding

8.3

Crew

8.8

Comfort

8.2

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, Richmond Byrd 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.

  • 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 $224). 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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