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Stewart

$95+ 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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SWF
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
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 June 16, 2025.

Round-trip from

$194
(Mytrip)

One-way from

$95
(Mytrip)

Popular in

July

Cheapest in

September

Average price

$247
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 ($11 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 June 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 June 16, 2025.

This Mytrip deal was found by Cheapflights users on 6/15. 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 7/49:20 amRDU - SWF
1 stop9h 46mMultiple Airlines
Fri 7/117:56 pmSWF - RDU
1 stop23h 47mMultiple Airlines
Deal found 6/15$211
This Mytrip deal was found by Cheapflights users on 6/14. 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 6/294:14 pmORF - SWF
1 stop26h 57mMultiple Airlines
Wed 7/211:50 amSWF - ORF
1 stop20h 25mMultiple Airlines
Deal found 6/14$214
This Mytrip deal was found by Cheapflights users on 6/14. 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 6/299:31 pmRIC - SWF
1 stop21h 40mMultiple Airlines
Wed 7/211:50 amSWF - RIC
1 stop8h 46mMultiple Airlines
Deal found 6/14$215
This Mytrip deal was found by Cheapflights users on 6/14. 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 7/113:22 pmROA - SWF
1 stop18h 51mMultiple Airlines
Sun 7/137:52 pmSWF - ROA
1 stop18h 40mMultiple Airlines
Deal found 6/14$364
This Mytrip deal was found by Cheapflights users on 6/15. 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 6/274:54 pmIAD - SWF
2 stops17h 17mAllegiant Air
Fri 7/411:19 amSWF - IAD
2 stops33h 34mAllegiant Air
Deal found 6/15$367
This Mytrip deal was found by Cheapflights users on 6/15. 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 7/139:25 amIAD - SWF
1 stop25h 04mMultiple Airlines
Sun 7/207:52 pmSWF - IAD
2 stops18h 31mMultiple Airlines
Deal found 6/15$377
This FlightHub deal was found by Cheapflights users on 6/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/219:40 pmORF - SWF
1 stop15h 08mBreeze Airways
Mon 8/251:28 pmSWF - ORF
1 stop21h 51mBreeze Airways
Deal found 6/16$488
This Booking.com deal was found by Cheapflights users on 6/14. 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 8/78:59 amRDU - SWF
1 stop10h 13mBreeze Airways
Sun 8/107:52 pmSWF - RDU
1 stop13h 25mBreeze Airways
Deal found 6/14$499
This Mytrip deal was found by Cheapflights users on 6/14. 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 6/273:24 pmROA - SWF
1 stop18h 47mAllegiant Air
Sun 6/2911:11 amSWF - ROA
1 stop9h 40mAllegiant Air
Deal found 6/14$566
This Booking.com deal was found by Cheapflights users on 6/15. 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.
Fri 8/88:56 pmGSO - SWF
1 stop21h 53mBreeze Airways
Sun 8/107:52 pmSWF - GSO
1 stop19h 23mBreeze Airways
Deal found 6/15$572
This KAYAK deal was found by Cheapflights users on 6/14. 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.
Mon 7/142:05 pmRIC - SWF
3 stops21h 51mBreeze Airways
Fri 7/181:28 pmSWF - RIC
1 stop18h 17mBreeze Airways
Deal found 6/14$686

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 June 16, 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

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Fri 7/4

9:20 am-7:06 pm

1 stop9h 46m

New Windsor Stewart

Fri 7/11

7:56 pm-7:43 pm

1 stop23h 47m

$211

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Sun 6/29

4:14 pm-7:11 pm

1 stop26h 57m

New Windsor Stewart

Wed 7/2

11:50 am-8:15 am

1 stop20h 25m

$214

RichmondNew Windsor

RIC - SWF

RICSWF

Richmond Byrd Intl

Sun 6/29

9:31 pm-7:11 pm

1 stop21h 40m

New Windsor Stewart

Wed 7/2

11:50 am-8:36 pm

1 stop8h 46m

$215

RoanokeNew Windsor

ROA - SWF

ROASWF

Roanoke

Fri 7/11

3:22 pm-10:13 am

1 stop18h 51m

New Windsor Stewart

Sun 7/13

7:52 pm-2:32 pm

1 stop18h 40m

$364

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 6/27

4:54 pm-10:11 am

2 stops17h 17m

New Windsor Stewart

Fri 7/4

11:19 am-8:53 pm

2 stops33h 34m

$367

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 7/13

9:25 am-10:29 am

1 stop25h 04m

New Windsor Stewart

Sun 7/20

7:52 pm-2:23 pm

2 stops18h 31m

$377

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Thu 8/21

9:40 pm-12:48 pm

1 stop15h 08m

New Windsor Stewart

Mon 8/25

1:28 pm-11:19 am

1 stop21h 51m

$488

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Thu 8/7

8:59 am-7:12 pm

1 stop10h 13m

New Windsor Stewart

Sun 8/10

7:52 pm-9:17 am

1 stop13h 25m

$499

RoanokeNew Windsor

ROA - SWF

ROASWF

Roanoke

Fri 6/27

3:24 pm-10:11 am

1 stop18h 47m

New Windsor Stewart

Sun 6/29

11:11 am-8:51 pm

1 stop9h 40m

$566

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

$572

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 24 results
1
2
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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 $218). 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 June 16, 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
8.1
Very good
181 reviews

Comfort

8.2

Overall

8.1

Crew

8.8

Food

6.7

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
181 reviews
Breeze Airways
8.1
Very good
181 reviews

Comfort

8.2

Overall

8.1

Crew

8.8

Food

6.7

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
722 reviews
Breeze Airways
8.1
Very good
181 reviews

Comfort

8.2

Overall

8.1

Crew

8.8

Food

6.7

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, 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 $218). 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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