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Stewart

$121+ Cheap flights from Dulles Intl (IAD) 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SWF
Apr 9 — Apr 161
Thu 4/9
Thu 4/16
1 adult, Economy
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Cheap flight deals from Dulles Intl to Stewart

Cheapest flights from Dulles Intl to Stewart
Explore the most affordable flight options available from Dulles Intl to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/315:28 pm
IAD
-
SWF
1 stop15h 23m
Multiple Airlines
Thu 6/48:04 pm
SWF
-
IAD
2 stops18h 08m
Multiple Airlines
Deal found 3/8$311
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/193:42 pm
IAD
-
SWF
2 stops17h 10m
Multiple Airlines
Sun 3/2211:48 am
SWF
-
IAD
1 stop19h 36m
Multiple Airlines
Deal found 3/6$537
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/263:55 pm
IAD
-
SWF
2 stops17h 02m
Multiple Airlines
Sun 4/58:12 pm
SWF
-
IAD
1 stop11h 32m
Multiple Airlines
Deal found 3/6$554
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/273:05 pm
IAD
-
SWF
1 stop18h 18m
Allegiant Air
Sun 3/298:40 pm
SWF
-
IAD
2 stops17h 35m
Allegiant Air
Deal found 3/6$746
This Kiwi.com deal was found by Cheapflights users on 3/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/64:03 pm
IAD
-
SWF
2 stops40h 16m
Multiple Airlines
Sun 3/87:27 pm
SWF
-
IAD
1 stop18h 17m
Multiple Airlines
Deal found 3/5$854

Find flight deals from Dulles Intl to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Dulles Intl (IAD) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$311
(Kiwi.com)

One-way from

$121
(Kiwi.com)

Popular in

March

Cheapest in

April

Average price

$267
Provider with most accurate pricing for Washington, D.C. (WAS)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-New York (NYC) flights.
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From Washington, D.C. Dulles Intl to New Windsor Stewart
Search Deals
One-way flight from Washington, D.C. Dulles Intl to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dulles Intl 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 10, 2026.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 5/31

5:28 pm-8:51 am

1 stop15h 23m

New Windsor Stewart

Thu 6/4

8:04 pm-2:12 pm

2 stops18h 08m

$311
Quickest round-trip

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 3/26

3:55 pm-8:57 am

2 stops17h 02m

New Windsor Stewart

Sun 4/5

8:12 pm-7:44 am

1 stop11h 32m

$554

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 3/27

3:05 pm-9:23 am

1 stop18h 18m

New Windsor Stewart

Sun 3/29

8:40 pm-2:15 pm

2 stops17h 35m

$746
Cheapest one-way
Quickest one-way

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Wed 6/3

5:27 pm-8:58 am

1 stop15h 31m

$121

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 4/26

11:17 am-10:50 am

1 stop23h 33m

$125

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Wed 3/25

6:20 am-9:39 am

2 stops27h 19m

$177

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 4/23

9:41 am-11:31 am

3 stops25h 50m

$188

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 3/27

9:45 pm-9:39 am

2 stops35h 54m

$194

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Wed 3/18

6:20 am-11:08 am

2 stops28h 48m

$215

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 4/19

6:20 am-10:55 am

3 stops28h 35m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

Showing 1-10 of 12 resultsSorted by cheapest first
1
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Best time to book a flight from Dulles Intl to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Dulles Intl 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 Washington, D.C. Dulles Intl Airport to New Windsor

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to New Windsor?

Currently, April is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to New Windsor (average of $67). Flying from Washington, D.C. Dulles Intl Airport to New Windsor in July is currently the most expensive (average of $138). 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.

Related info for your journey

Find useful and relevant information for your journey from Dulles Intl 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 Washington, D.C. Dulles Intl?

    Most people fly into New Windsor Stewart (SWF) if they book a flight to New Windsor from Washington, D.C. Dulles Intl. On average, Stewart has 0 inbound flights from Washington, D.C. Dulles Intl per day from 0 airlines. New Windsor Stewart is conveniently located just 4.3 mi from New Windsor’s city center.

  • How long is the flight from Washington, D.C. Dulles Intl Airport to New Windsor?

    For as low as $746, Allegiant Air can have you in New Windsor from Washington, D.C. Dulles Intl Airport in 18h 18m. The distance from Washington, D.C. Dulles Intl Airport to New Windsor is about 249 mi.

  • Can I find deals for flights from Dulles Intl to Stewart that include hotel bookings?

    Yes. In addition to deals on Dulles Intl to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dulles Intl to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dulles Intl to Stewart.

  • Can I find deals for business class flights from Dulles Intl to Stewart?

    Yes. Cheapflights offers flight deals from Dulles Intl 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 Washington, D.C. Dulles Intl Airport to New Windsor?

    Currently, April is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to New Windsor (average of $67). Flying from Washington, D.C. Dulles Intl Airport to New Windsor in July is currently the most expensive (average of $138). 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 New Windsor?

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

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