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Stewart

$105+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SWF
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 September 11, 2025.

Round-trip from

$254
(Kiwi.com)

One-way from

$105
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$177
From Washington, D.C. Dulles Intl to New Windsor Stewart
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One-way flight from Washington, D.C. Dulles Intl to New Windsor Stewart
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Highest demand for flights based on searches. 20% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Mon 11/1011:14 amIAD - SWF
1 stop7h 38mMultiple Airlines
Mon 11/1712:01 pmSWF - IAD
2 stops12h 10mMultiple Airlines
Deal found 9/10$254
This Mytrip deal was found by Cheapflights users on 9/10. 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 10/2410:09 amIAD - SWF
1 stop9h 07mAllegiant Air
Sun 10/267:11 pmSWF - IAD
2 stops25h 24mAllegiant Air
Deal found 9/10$309
This Mytrip deal was found by Cheapflights users on 9/11. 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 10/2410:09 amIAD - SWF
1 stop9h 07mAllegiant Air
Thu 10/306:16 pmSWF - IAD
2 stops25h 51mAllegiant Air
Deal found 9/11$331
This Mytrip deal was found by Cheapflights users on 9/11. 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 10/268:13 pmIAD - SWF
2 stops17h 58mAllegiant Air
Sun 11/26:16 pmSWF - IAD
2 stops22h 54mAllegiant Air
Deal found 9/11$343
This Mytrip deal was found by Cheapflights users on 9/11. 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 10/2612:46 pmIAD - SWF
3 stops25h 25mMultiple Airlines
Sun 11/26:16 pmSWF - IAD
2 stops22h 54mMultiple Airlines
Deal found 9/11$447
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/259:38 pmIAD - SWF
1 stop13h 25mMultiple Airlines
Mon 10/2712:24 pmSWF - IAD
2 stops9h 14mMultiple Airlines
Deal found 9/11$461
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/219:10 amIAD - SWF
1 stop9h 28mMultiple Airlines
Sun 11/308:41 pmSWF - IAD
1 stop11h 08mMultiple Airlines
Deal found 9/9$538
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Wed 11/268:40 amIAD - SWF
1 stop9h 55mMultiple Airlines
Sun 11/308:41 pmSWF - IAD
1 stop11h 08mMultiple Airlines
Deal found 9/10$553
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/168:02 pmIAD - SWF
2 stops15h 42mMultiple Airlines
Sun 10/1911:43 amSWF - IAD
1 stop7h 34mMultiple Airlines
Deal found 9/10$666

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 September 11, 2025.
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

Mon 11/10

11:14 am-6:52 pm

1 stop7h 38m

New Windsor Stewart

Mon 11/17

12:01 pm-12:11 am

2 stops12h 10m

$254

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 10/24

10:09 am-7:16 pm

1 stop9h 07m

New Windsor Stewart

Sun 10/26

7:11 pm-8:35 pm

2 stops25h 24m

$309

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 10/24

10:09 am-7:16 pm

1 stop9h 07m

New Windsor Stewart

Thu 10/30

6:16 pm-8:07 pm

2 stops25h 51m

$331

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 10/26

8:13 pm-2:11 pm

2 stops17h 58m

New Windsor Stewart

Sun 11/2

6:16 pm-5:10 pm

2 stops22h 54m

$343

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 10/26

12:46 pm-2:11 pm

3 stops25h 25m

New Windsor Stewart

Sun 11/2

6:16 pm-5:10 pm

2 stops22h 54m

$447

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 10/25

9:38 pm-11:03 am

1 stop13h 25m

New Windsor Stewart

Mon 10/27

12:24 pm-9:38 pm

2 stops9h 14m

$461

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 11/21

9:10 am-6:38 pm

1 stop9h 28m

New Windsor Stewart

Sun 11/30

8:41 pm-7:49 am

1 stop11h 08m

$538

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Wed 11/26

8:40 am-6:35 pm

1 stop9h 55m

New Windsor Stewart

Sun 11/30

8:41 pm-7:49 am

1 stop11h 08m

$553

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 10/16

8:02 pm-11:44 am

2 stops15h 42m

New Windsor Stewart

Sun 10/19

11:43 am-7:17 pm

1 stop7h 34m

$666

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 10/12

6:15 am-10:11 am

2 stops27h 56m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 17 results
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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, October is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to New Windsor (average of $109). Flying from Washington, D.C. Dulles Intl Airport to New Windsor in December is currently the most expensive (average of $202). 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 $309, Allegiant Air can have you in New Windsor from Washington, D.C. Dulles Intl Airport in 9h 07m. 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, October is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to New Windsor (average of $109). Flying from Washington, D.C. Dulles Intl Airport to New Windsor in December is currently the most expensive (average of $202). 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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