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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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SWF
May 10 — May 171
Sun 5/10
Sun 5/17
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 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/7. 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 6/176:22 pm
IAD
-
SWF
1 stop15h 16m
Multiple Airlines
Sun 6/218:04 pm
SWF
-
IAD
1 stop15h 43m
Multiple Airlines
Deal found 4/7$261
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Sat 5/97:27 pm
IAD
-
SWF
1 stop13h 31m
Multiple Airlines
Sat 5/1612:05 pm
SWF
-
IAD
2 stops46h 07m
Multiple Airlines
Deal found 4/9$333
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Thu 6/111:38 pm
IAD
-
SWF
1 stop19h 11m
Multiple Airlines
Sun 6/148:04 pm
SWF
-
IAD
1 stop15h 43m
Multiple Airlines
Deal found 4/9$371
This Kiwi.com deal was found by Cheapflights users on 4/7. 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
Multiple Airlines
Sun 7/1911:45 am
SWF
-
IAD
1 stop24h 02m
Multiple Airlines
Deal found 4/7$375
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/87:27 pm
IAD
-
SWF
2 stops15h 58m
Multiple Airlines
Sun 5/109:38 am
SWF
-
IAD
1 stop9h 04m
Multiple Airlines
Deal found 4/9$453
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Thu 5/147:12 pm
IAD
-
SWF
2 stops16h 25m
Multiple Airlines
Sun 5/179:38 am
SWF
-
IAD
1 stop9h 04m
Multiple Airlines
Deal found 4/9$729
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Thu 5/77:27 pm
IAD
-
SWF
2 stops16h 10m
Multiple Airlines
Sun 5/109:38 am
SWF
-
IAD
1 stop9h 04m
Multiple Airlines
Deal found 4/8$749
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/247:27 pm
IAD
-
SWF
2 stops16h 10m
Multiple Airlines
Sun 5/319:38 am
SWF
-
IAD
1 stop9h 04m
Multiple Airlines
Deal found 4/8$776

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 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$261
(Kiwi.com)

One-way from

$114
(Kiwi.com)

Popular in

March

Cheapest in

November

Average price

$244
Provider with most accurate pricing for Washington, D.C. Dulles Intl-New Windsor Stewart flight deals.
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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. 13% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% 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 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

Wed 6/17

6:22 pm-9:38 am

1 stop15h 16m

New Windsor Stewart

Sun 6/21

8:04 pm-11:47 am

1 stop15h 43m

$261

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 6/11

1:38 pm-8:49 am

1 stop19h 11m

New Windsor Stewart

Sun 6/14

8:04 pm-11:47 am

1 stop15h 43m

$371

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

$749
Quickest round-trip

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

$749

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 5/24

7:27 pm-11:37 am

2 stops16h 10m

New Windsor Stewart

Sun 5/31

9:38 am-6:42 pm

1 stop9h 04m

$776
Cheapest one-way

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 6/14

6:20 pm-6:38 pm

1 stop24h 18m

$118

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 7/4

5:30 pm-9:38 am

1 stop16h 08m

$126
Quickest one-way

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

$139

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 6/6

11:07 am-8:58 am

2 stops21h 51m

$161

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 4/30

12:23 pm-10:50 am

1 stop22h 27m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 17 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.

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, March is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to New Windsor (average of $93). 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.

  • 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, March is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to New Windsor (average of $93). 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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