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Stewart

$86+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SWF
May 23 — May 301
Sat 5/23
Sat 5/30
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 April 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/22. 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 6/274:55 pm
IAD
-
SWF
1 stop16h 43m
Multiple Airlines
Wed 7/17:46 pm
SWF
-
IAD
1 stop17h 07m
Multiple Airlines
Deal found 4/22$301
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/275:07 pm
IAD
-
SWF
1 stop15h 51m
Multiple Airlines
Sun 5/318:10 pm
SWF
-
IAD
1 stop15h 29m
Multiple Airlines
Deal found 4/19$309
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/237:27 pm
IAD
-
SWF
1 stop13h 31m
Multiple Airlines
Sun 5/318:10 pm
SWF
-
IAD
1 stop15h 29m
Multiple Airlines
Deal found 4/19$332
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/205:07 pm
IAD
-
SWF
1 stop15h 51m
Multiple Airlines
Wed 5/2712:05 pm
SWF
-
IAD
2 stops28h 16m
Multiple Airlines
Deal found 4/20$333
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/247:27 pm
IAD
-
SWF
1 stop13h 24m
Multiple Airlines
Sun 5/318:10 pm
SWF
-
IAD
1 stop15h 29m
Multiple Airlines
Deal found 4/19$349
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 5/167:27 pm
IAD
-
SWF
1 stop13h 31m
Multiple Airlines
Sat 5/2312:05 pm
SWF
-
IAD
2 stops31h 45m
Multiple Airlines
Deal found 4/18$369
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/216:18 pm
IAD
-
SWF
1 stop24h 33m
Multiple Airlines
Thu 5/289:38 am
SWF
-
IAD
2 stops13h 31m
Multiple Airlines
Deal found 4/21$419
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/119:49 am
IAD
-
SWF
2 stops9h 19m
Multiple Airlines
Thu 5/149:38 am
SWF
-
IAD
1 stop8h 49m
Multiple Airlines
Deal found 4/21$498
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 4/2611:17 am
IAD
-
SWF
1 stop23h 33m
Multiple Airlines
Sun 5/311:48 am
SWF
-
IAD
1 stop19h 39m
Multiple Airlines
Deal found 4/21$524

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 April 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$301
(Kiwi.com)

One-way from

$86
(Kiwi.com)

Popular in

March

Cheapest in

November

Average price

$257
Provider with most accurate pricing for Washington, D.C. Dulles Intl-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. Dulles Intl-New Windsor Stewart flights.
Search Deals
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. 14% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 23, 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

Wed 5/27

5:07 pm-8:58 am

1 stop15h 51m

New Windsor Stewart

Sun 5/31

8:10 pm-11:39 am

1 stop15h 29m

$309

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 6/27

4:55 pm-9:38 am

1 stop16h 43m

New Windsor Stewart

Wed 7/1

12:05 pm-12:53 pm

2 stops24h 48m

$317

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Wed 5/20

5:07 pm-8:58 am

1 stop15h 51m

New Windsor Stewart

Wed 5/27

12:05 pm-4:21 pm

2 stops28h 16m

$333

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 5/24

7:27 pm-8:51 am

1 stop13h 24m

New Windsor Stewart

Sun 5/31

8:10 pm-11:39 am

1 stop15h 29m

$349

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 5/16

7:27 pm-8:58 am

1 stop13h 31m

New Windsor Stewart

Sat 5/23

12:05 pm-7:50 pm

2 stops31h 45m

$369

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 5/21

6:18 pm-6:51 pm

1 stop24h 33m

New Windsor Stewart

Thu 5/28

9:38 am-11:09 pm

2 stops13h 31m

$419

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 5/7

7:27 pm-11:37 am

2 stops16h 10m

New Windsor Stewart

Sun 5/10

9:38 am-6:42 pm

1 stop9h 04m

$613
Quickest round-trip

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 5/10

7:27 pm-11:37 am

2 stops16h 10m

New Windsor Stewart

Thu 5/14

9:38 am-6:27 pm

1 stop8h 49m

$655

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 5/29

7:27 pm-11:25 am

2 stops15h 58m

New Windsor Stewart

Sun 5/31

9:38 am-6:42 pm

1 stop9h 04m

$672
Cheapest one-way

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 5/29

8:47 pm-11:25 am

2 stops14h 38m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Showing 1-10 of 20 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Washington, D.C. Dulles Intl Airport-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Washington, D.C. Dulles Intl Airport-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Washington, D.C. Dulles Intl Airport-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Washington, D.C. Dulles Intl Airport-New Windsor flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Washington, D.C. Dulles Intl Airport-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

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.

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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