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$159+ Cheap flights from New Windsor (SWF) to District of Columbia

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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — IAD
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Stewart to District of Columbia

Keep the following information in mind while searching for Stewart to District of Columbia flight deals. Data was last updated September 16, 2025.

Round-trip from

$285
(Kiwi.com)

One-way from

$159
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$232
From New Windsor Stewart to District of Columbia
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One-way flight from New Windsor Stewart to District of Columbia
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Highest demand for flights based on searches. 19% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 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 Stewart to District of Columbia

Cheapest flights from Stewart to District of Columbia
Explore the most affordable flight options available from Stewart to District of Columbia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/1611:43 amSWF - IAD
1 stop7h 24mMultiple Airlines
Mon 10/2010:09 amIAD - SWF
1 stop9h 22mMultiple Airlines
Deal found 9/14$285
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/3011:43 amSWF - IAD
2 stops28h 51mMultiple Airlines
Mon 11/312:09 pmIAD - SWF
1 stop7h 07mMultiple Airlines
Deal found 9/15$322
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 10/2412:24 pmSWF - IAD
2 stops8h 49mMultiple Airlines
Sat 10/259:38 pmIAD - SWF
1 stop13h 25mMultiple Airlines
Deal found 9/16$440
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/1011:41 amSWF - IAD
2 stops11h 48mMultiple Airlines
Mon 10/1310:09 amIAD - SWF
1 stop9h 22mMultiple Airlines
Deal found 9/13$481
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Mon 11/2410:57 amSWF - IAD
2 stops23h 53mMultiple Airlines
Sun 11/305:26 pmIAD - SWF
1 stop15h 40mMultiple Airlines
Deal found 9/16$493
This Mytrip deal was found by Cheapflights users on 9/14. 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 11/3012:51 pmSWF - IAD
3 stops22h 32mMultiple Airlines
Mon 12/295:40 pmIAD - SWF
3 stops22h 20mMultiple Airlines
Deal found 9/14$810

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to District of Columbia 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 16, 2025.
Use the filters below to find and compare flights from New Windsor to District of Columbia that are best for you.

Fly from

Stewart

Fly to

District of Columbia

Route

Depart

Return

Price

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Thu 10/16

11:43 am-7:07 pm

1 stop7h 24m

Washington, D.C. Dulles Intl

Mon 10/20

10:09 am-7:31 pm

1 stop9h 22m

$285

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Thu 10/30

11:43 am-4:34 pm

2 stops28h 51m

Washington, D.C. Dulles Intl

Mon 11/3

12:09 pm-7:16 pm

1 stop7h 07m

$322

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Fri 10/24

12:24 pm-9:13 pm

2 stops8h 49m

Washington, D.C. Dulles Intl

Sat 10/25

9:38 pm-11:03 am

1 stop13h 25m

$440

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Fri 10/10

11:41 am-11:29 pm

2 stops11h 48m

Washington, D.C. Dulles Intl

Mon 10/13

10:09 am-7:31 pm

1 stop9h 22m

$481

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Mon 11/24

10:57 am-10:50 am

2 stops23h 53m

Washington, D.C. Dulles Intl

Sun 11/30

5:26 pm-9:06 am

1 stop15h 40m

$493

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Sun 11/30

12:51 pm-11:23 am

3 stops22h 32m

Washington, D.C. Dulles Intl

Mon 12/29

5:40 pm-4:00 pm

3 stops22h 20m

$865

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Thu 10/9

11:43 am-7:07 pm

1 stop7h 24m

$159

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Mon 10/13

11:01 am-7:46 pm

2 stops32h 45m

$171

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Sun 9/28

11:43 am-9:59 am

2 stops22h 16m

$174

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Thu 10/23

11:43 am-7:07 pm

1 stop7h 24m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 17 results
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Best time to book a flight from Stewart to District of Columbia

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

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

Currently, August is the cheapest month in which you can book a flight from New Windsor to District of Columbia (average of $292). Flying from New Windsor to District of Columbia in April is currently the most expensive (average of $337). 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 Stewart to District of Columbia. 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 from for flights from New Windsor to District of Columbia?

    New Windsor Stewart (SWF) is the airport you will fly out of if you book a flight from New Windsor to District of Columbia. It is only a 4.3 mi journey to Stewart (SWF) from New Windsor’s city center.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from New Windsor to District of Columbia (average of $292). Flying from New Windsor to District of Columbia in April is currently the most expensive (average of $337). 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

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