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Stewart

$126+ Cheap flights from District of Columbia 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SWF
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from District of Columbia to Stewart

Cheapest flights from District of Columbia to Stewart
Explore the most affordable flight options available from District of Columbia to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/278:26 pmIAD - SWF
2 stops14h 37mMultiple Airlines
Tue 12/3011:43 amSWF - IAD
1 stop9h 20mMultiple Airlines
Deal found 12/17$715
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/199:10 amIAD - SWF
1 stop7h 28mMultiple Airlines
Sun 12/2111:43 amSWF - IAD
1 stop9h 20mMultiple Airlines
Deal found 12/15$761
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/199:10 amIAD - SWF
1 stop7h 28mMultiple Airlines
Mon 12/2212:24 pmSWF - IAD
2 stops8h 39mMultiple Airlines
Deal found 12/17$792
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/229:10 amIAD - SWF
1 stop7h 28mMultiple Airlines
Tue 12/2311:43 amSWF - IAD
1 stop9h 20mMultiple Airlines
Deal found 12/17$908
This Kiwi.com deal was found by Cheapflights users on 12/16. 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
Mon 12/2212:24 pmSWF - IAD
2 stops8h 39mMultiple Airlines
Deal found 12/16$910
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/219:58 pmIAD - SWF
2 stops13h 46mMultiple Airlines
Tue 12/2311:43 amSWF - IAD
1 stop9h 20mMultiple Airlines
Deal found 12/16$964

Find flight deals from District of Columbia to Stewart

Keep the following information in mind while searching for District of Columbia to Stewart flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$227
(Kiwi.com)

One-way from

$126
(Kiwi.com)

Popular in

October

Cheapest in

April

Average price

$187
Provider with most accurate pricing for Washington, D.C. (WAS)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-New York (NYC) flights.
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From District of Columbia to New Windsor Stewart
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One-way flight from District of Columbia to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from District of Columbia 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 December 18, 2025.
Use the filters below to find and compare flights from District of Columbia to New Windsor that are best for you.

Fly from

District of Columbia

Fly to

Stewart

Route

Depart

Return

Price

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 1/15

5:42 pm-10:19 am

2 stops16h 37m

New Windsor Stewart

Thu 1/22

12:13 pm-8:40 am

1 stop20h 27m

$227

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 12/27

8:26 pm-11:03 am

2 stops14h 37m

New Windsor Stewart

Tue 12/30

11:43 am-9:03 pm

1 stop9h 20m

$715

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 2/13

12:35 pm-12:39 pm

2 stops24h 04m

New Windsor Stewart

Sun 2/15

11:42 am-4:13 pm

3 stops28h 31m

$865

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Mon 12/22

9:10 am-4:38 pm

1 stop7h 28m

New Windsor Stewart

Tue 12/23

11:43 am-9:03 pm

1 stop9h 20m

$908

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

Mon 12/22

12:24 pm-9:03 pm

2 stops8h 39m

$910

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 12/21

9:58 pm-11:44 am

2 stops13h 46m

New Windsor Stewart

Tue 12/23

11:43 am-9:03 pm

1 stop9h 20m

$964

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

$982

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sun 12/21

8:16 pm-4:38 pm

2 stops20h 22m

New Windsor Stewart

Mon 12/22

8:25 pm-4:13 pm

3 stops19h 48m

$1,016

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 1/15

6:00 am-10:19 am

2 stops28h 19m

$126

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Wed 1/7

5:42 pm-9:58 am

2 stops16h 16m

$136

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 25 results
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Best time to book a flight from District of Columbia to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from District of Columbia 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 District of Columbia to New Windsor

What is the cheapest month to book a flight from District of Columbia to New Windsor?

Currently, April is the cheapest month in which you can book a flight from District of Columbia to New Windsor (average of $54). Flying from District of Columbia to New Windsor in January is currently the most expensive (average of $118). 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 District of Columbia 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 District of Columbia?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly into when you book flights from District of Columbia to New Windsor.

  • Can I find deals for flights from District of Columbia to Stewart that include hotel bookings?

    Yes. In addition to deals on District of Columbia to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from District of Columbia to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from District of Columbia to Stewart.

  • Can I find deals for business class flights from District of Columbia to Stewart?

    Yes. Cheapflights offers flight deals from District of Columbia 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 District of Columbia to New Windsor?

    Currently, April is the cheapest month in which you can book a flight from District of Columbia to New Windsor (average of $54). Flying from District of Columbia to New Windsor in January is currently the most expensive (average of $118). 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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