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Stewart

$114+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SWF
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from Dulles Intl to Stewart

One-way flights from Dulles Intl to Stewart
Search for one-way flight options from Dulles Intl to Stewart. Find affordable one-way fares based on user searches. Data last updated January 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/23. 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 5/38:09 am
IAD
-
SWF
1 stop26h 41m
Multiple Airlines
Deal found 1/23$114
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:09 am
IAD
-
SWF
1 stop24h 49m
Multiple Airlines
Deal found 1/25$129
This Kiwi.com deal was found by Cheapflights users on 1/24. 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.
Sat 2/2810:29 am
IAD
-
SWF
2 stops24h 33m
Multiple Airlines
Deal found 1/24$147
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/128:15 am
IAD
-
SWF
2 stops27h 16m
Multiple Airlines
Deal found 1/25$152
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:52 pm
IAD
-
SWF
3 stops20h 33m
Breeze Airways
Deal found 1/25$166
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1210:10 am
IAD
-
SWF
2 stops25h 21m
Multiple Airlines
Deal found 1/25$172
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 3/158:15 am
IAD
-
SWF
2 stops27h 16m
Multiple Airlines
Deal found 1/23$173
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 2/2611:22 am
IAD
-
SWF
3 stops24h 09m
Multiple Airlines
Deal found 1/24$175
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 5/108:09 am
IAD
-
SWF
2 stops27h 26m
Multiple Airlines
Deal found 1/24$187
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/126:25 pm
IAD
-
SWF
1 stop24h 26m
Allegiant Air
Deal found 1/25$189

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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Popular in

October

Cheapest in

April

Average price

$207
Provider with most accurate pricing for Washington, D.C. (WAS)-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-New York (NYC) flights.
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($6 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 26, 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

Dulles Intl

Fly to

Stewart

Route

Depart

Return

Price

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 5/3

8:09 am-10:50 am

1 stop26h 41m

$114

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 5/9

8:09 am-8:58 am

1 stop24h 49m

$129

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 2/28

10:29 am-11:02 am

2 stops24h 33m

$147

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 3/12

8:15 am-11:31 am

2 stops27h 16m

$152

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 5/29

2:52 pm-11:25 am

3 stops20h 33m

$166

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 6/28

6:20 pm-6:36 pm

1 stop24h 16m

$172

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 2/12

10:10 am-11:31 am

2 stops25h 21m

$172

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 3/15

8:15 am-11:31 am

2 stops27h 16m

$173

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 2/26

11:22 am-11:31 am

3 stops24h 09m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

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 $139). 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.

  • 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 $139). 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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Alternative routes for Dulles Intl to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
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