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Stewart

$113+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SWF
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
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 October 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$250
(Kiwi.com)

One-way from

$113
(eDestinos)

Popular in

December

Cheapest in

April

Average price

$273
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.
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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. 19% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/129:31 amIAD - SWF
1 stop7h 23mMultiple Airlines
Sun 12/1411:43 amSWF - IAD
1 stop8h 41mMultiple Airlines
Deal found 10/26$250
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 11/95:29 pmIAD - SWF
2 stops17h 42mMultiple Airlines
Thu 11/1311:43 amSWF - IAD
1 stop8h 08mMultiple Airlines
Deal found 10/25$332
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 12/129:31 amIAD - SWF
1 stop7h 23mMultiple Airlines
Tue 12/2311:43 amSWF - IAD
1 stop9h 20mMultiple Airlines
Deal found 10/25$351
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 12/192:32 pmIAD - SWF
2 stops18h 23mMultiple Airlines
Sun 12/2111:43 amSWF - IAD
1 stop9h 20mMultiple Airlines
Deal found 10/25$419
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 12/2010:15 pmIAD - SWF
1 stop12h 48mMultiple Airlines
Tue 12/2311:43 amSWF - IAD
1 stop9h 20mMultiple Airlines
Deal found 10/25$420
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/47:57 pmIAD - SWF
2 stops20h 57mMultiple Airlines
Sun 12/711:43 amSWF - IAD
1 stop8h 41mMultiple Airlines
Deal found 10/27$454
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/88:36 pmIAD - SWF
1 stop14h 27mMultiple Airlines
Thu 11/1311:43 amSWF - IAD
1 stop8h 08mMultiple Airlines
Deal found 10/26$517
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/138:36 pmIAD - SWF
2 stops15h 08mMultiple Airlines
Sun 11/1611:43 amSWF - IAD
1 stop8h 08mMultiple Airlines
Deal found 10/27$582
This Mytrip deal was found by Cheapflights users on 10/26. 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.
Mon 10/2712:09 pmIAD - SWF
1 stop7h 07mAllegiant Air
Thu 10/306:16 pmSWF - IAD
2 stops25h 51mAllegiant Air
Deal found 10/26$584
This Mytrip deal was found by Cheapflights users on 10/26. 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 11/219:10 amIAD - SWF
1 stop9h 28mMultiple Airlines
Sun 11/236:23 pmSWF - IAD
3 stops41h 19mMultiple Airlines
Deal found 10/26$593

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 October 27, 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

Fri 12/12

9:31 am-4:54 pm

1 stop7h 23m

New Windsor Stewart

Sun 12/14

11:43 am-8:24 pm

1 stop8h 41m

$250

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 11/9

5:29 pm-11:11 am

2 stops17h 42m

New Windsor Stewart

Thu 11/13

11:43 am-7:51 pm

1 stop8h 08m

$332

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 12/12

9:31 am-4:54 pm

1 stop7h 23m

New Windsor Stewart

Tue 12/23

11:43 am-9:03 pm

1 stop9h 20m

$351

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 12/19

2:32 pm-8:55 am

2 stops18h 23m

New Windsor Stewart

Sun 12/21

11:43 am-9:03 pm

1 stop9h 20m

$419

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 12/20

10:15 pm-11:03 am

1 stop12h 48m

New Windsor Stewart

Tue 12/23

11:43 am-9:03 pm

1 stop9h 20m

$420

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 11/8

8:36 pm-11:03 am

1 stop14h 27m

New Windsor Stewart

Thu 11/13

11:43 am-7:51 pm

1 stop8h 08m

$517

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 11/13

8:36 pm-11:44 am

2 stops15h 08m

New Windsor Stewart

Sun 11/16

11:43 am-7:51 pm

1 stop8h 08m

$582

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 11/23

6:23 pm-11:42 am

3 stops41h 19m

$593

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 11/9

4:00 pm-11:11 am

1 stop19h 11m

$113

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 11/7

10:14 am-6:15 pm

1 stop8h 01m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 16 results
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, 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 January is currently the most expensive (average of $148). 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 January is currently the most expensive (average of $148). 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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