HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SWF
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Virginia to Stewart with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$203
(Mytrip)

One-way from

$91
(Mytrip)

Popular in

July

Cheapest in

September

Average price

$247
Provider with most accurate pricing for Norfolk-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-New York (NYC) flights.
Search Deals
From Virginia to New Windsor Stewart
Search Deals
One-way flight from Virginia to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 April 17, 2025.

This Mytrip deal was found by Cheapflights users on 4/16. 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 5/163:18 pmORF - SWF
1 stop18h 55mMultiple Airlines
Mon 5/1911:55 amSWF - ORF
2 stops22h 34mMultiple Airlines
Deal found 4/16$203
This Mytrip deal was found by Cheapflights users on 4/17. 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.
Thu 5/84:46 pmGSO - SWF
1 stop27h 03mAllegiant Air
Sun 5/118:04 pmSWF - GSO
1 stop18h 30mAllegiant Air
Deal found 4/17$230
This Mytrip deal was found by Cheapflights users on 4/16. 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.
Thu 7/108:43 pmRDU - SWF
1 stop22h 23mMultiple Airlines
Mon 7/147:56 pmSWF - RDU
1 stop23h 52mMultiple Airlines
Deal found 4/16$237
This Mytrip deal was found by Cheapflights users on 4/15. 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 6/66:00 amRIC - SWF
1 stop12h 28mMultiple Airlines
Sun 6/811:11 amSWF - RIC
1 stop27h 55mMultiple Airlines
Deal found 4/15$252
This Mytrip deal was found by Cheapflights users on 4/17. 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.
Thu 5/84:46 pmGSO - SWF
2 stops20h 02mMultiple Airlines
Sun 5/118:04 pmSWF - GSO
1 stop18h 30mMultiple Airlines
Deal found 4/17$389
This Mytrip deal was found by Cheapflights users on 4/15. 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.
Sat 5/318:25 amIAD - SWF
3 stops32h 51mMultiple Airlines
Sat 6/711:01 amSWF - IAD
2 stops24h 01mMultiple Airlines
Deal found 4/15$466
This Mytrip deal was found by Cheapflights users on 4/17. 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.
Mon 4/218:57 amRIC - SWF
1 stop24h 05mAllegiant Air
Wed 4/2310:51 amSWF - RIC
1 stop21h 40mAllegiant Air
Deal found 4/17$491
This FlightHub deal was found by Cheapflights users on 4/17. 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 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 4/17$505
This Flightnetwork deal was found by Cheapflights users on 4/17. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/299:40 pmORF - SWF
1 stop15h 08mBreeze Airways
Mon 6/21:28 pmSWF - ORF
1 stop21h 51mBreeze Airways
Deal found 4/17$509

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 April 17, 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

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Fri 5/16

3:18 pm-10:13 am

1 stop18h 55m

New Windsor Stewart

Mon 5/19

11:55 am-10:29 am

2 stops22h 34m

$203

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Thu 5/8

4:46 pm-7:49 pm

1 stop27h 03m

New Windsor Stewart

Sun 5/11

8:04 pm-2:34 pm

1 stop18h 30m

$230

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Thu 7/10

8:43 pm-7:06 pm

1 stop22h 23m

New Windsor Stewart

Mon 7/14

7:56 pm-7:48 pm

1 stop23h 52m

$237

RichmondNew Windsor

RIC - SWF

RICSWF

Richmond Byrd Intl

Fri 6/6

6:00 am-6:28 pm

1 stop12h 28m

New Windsor Stewart

Sun 6/8

11:11 am-3:06 pm

1 stop27h 55m

$252

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Thu 5/8

4:46 pm-12:48 pm

2 stops20h 02m

New Windsor Stewart

Sun 5/11

8:04 pm-2:34 pm

1 stop18h 30m

$389

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 5/31

8:25 am-5:16 pm

3 stops32h 51m

New Windsor Stewart

Sat 6/7

11:01 am-11:02 am

2 stops24h 01m

$466

RichmondNew Windsor

RIC - SWF

RICSWF

Richmond Byrd Intl

Mon 4/21

8:57 am-9:02 am

1 stop24h 05m

New Windsor Stewart

Wed 4/23

10:51 am-8:31 am

1 stop21h 40m

$491

RaleighNew Windsor

RDU - SWF

RDUSWF

Raleigh-Durham

Thu 6/5

8:59 am-7:12 pm

1 stop10h 13m

New Windsor Stewart

Sun 6/8

7:52 pm-9:17 am

1 stop13h 25m

$494

NorfolkNew Windsor

ORF - SWF

ORFSWF

Norfolk

Thu 5/29

9:40 pm-12:48 pm

1 stop15h 08m

New Windsor Stewart

Mon 6/2

1:28 pm-11:19 am

1 stop21h 51m

$509

RichmondNew Windsor

RIC - SWF

RICSWF

Richmond Byrd Intl

Thu 5/8

6:00 am-11:00 am

1 stop29h 00m

$91

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

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 April 17, 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 April 17, 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
158 reviews

Entertainment

6.6

Comfort

8.2

Crew

8.8

Overall

8.1

Food

6.7

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
158 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Comfort

8.2

Crew

8.8

Overall

8.1

Food

6.7

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
734 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Comfort

8.2

Crew

8.8

Overall

8.1

Food

6.7

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 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 $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
Kingston

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Virginia to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
San Francisco to John F Kennedy Intl flights
Los Angeles to John F Kennedy Intl flights
Los Angeles to Newark flights
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
O'Hare Intl to LaGuardia flights
Fort Lauderdale to Newark flights
San Francisco to Newark flights
O'Hare Intl to John F Kennedy Intl flights
Seattle to Newark flights
Los Angeles to LaGuardia flights
Dallas/Fort Worth to Newark flights
Atlanta to LaGuardia flights
Seattle to John F Kennedy Intl flights
Orlando to Newark flights
Fort Lauderdale to LaGuardia flights
Fort Lauderdale to John F Kennedy Intl flights
Miami to LaGuardia flights
Miami to Newark flights
Miami to John F Kennedy Intl flights
Atlanta to John F Kennedy Intl flights
Orlando to LaGuardia flights
San Francisco to LaGuardia flights
Ontario to John F Kennedy Intl flights
Hobby to LaGuardia flights
O'Hare Intl to Newark flights
Atlanta to Newark flights
Hobby to Newark flights
Tampa to John F Kennedy Intl flights
Tampa to Newark flights
Burbank to Newark flights
Midway to Newark flights
Denver to John F Kennedy Intl flights
Hobby to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
West Palm Beach to John F Kennedy Intl flights
Midway to John F Kennedy Intl flights
Detroit to John F Kennedy Intl flights
Charlotte to John F Kennedy Intl flights
Denver to Newark flights
Ontario to Newark flights
Tampa to LaGuardia flights
George Bush Intcntl to Newark flights
Minneapolis to LaGuardia flights
Boston to Newark flights
San Diego to John F Kennedy Intl flights
Seattle to LaGuardia flights
Santa Ana to Newark flights
Sky Harbor Intl to John F Kennedy Intl flights
San Diego to Newark flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.