How far in advance should I book a flight from Washington, D.C. Dulles Intl Airport to New Windsor?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 59 days in advance, which can save you up to 180% on flights from Washington, D.C. Dulles Intl Airport to New Windsor compared to booking the week you need them. Waiting 59 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $266. For sooner than that we have options available in the next 3 days from $451.

What is the cheapest month to fly from Washington, D.C. Dulles Intl Airport to New Windsor?

Flights from Washington, D.C. Dulles Intl Airport to New Windsor lean towards being more expensive in December. Prices are generally better when you fly from Washington, D.C. Dulles Intl Airport to New Windsor in April, with the cheapest ticket starting at $91.

What is the cheapest time of day to fly from IAD to SWF?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Washington, D.C. Dulles Intl Airport to New Windsor as you normally would.

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.

$107+ Flights from Washington, D.C. Dulles Intl Airport to New Windsor

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Cheap flight deals from Dulles Intl to Stewart

Round-trip from	$350 (Mytrip)
One-way from	$136 (Mytrip)
Popular in	December
Cheapest in	April
Average price	$217

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 ($50 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).

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Average for round-trip flights in July 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 julio 28, 2025.

vie. 8/83:13 pmIAD - SWF

2 stops19h 00mMultiple Airlines

lun. 8/116:36 pmSWF - IAD

3 stops21h 39mMultiple Airlines

Deal found 7/25

$350

Best flights from Dulles Intl to Stewart
Discover carefully curated flight deals from Dulles Intl to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated julio 28, 2025.

vie. 8/83:13 pmIAD - SWF

2 stops19h 00mMultiple Airlines

lun. 8/116:36 pmSWF - IAD

3 stops21h 39mMultiple Airlines

Deal found 7/25

$350

Last-minute flights from Dulles Intl to Stewart
Discover last-minute flight deals from Dulles Intl to Stewart. Data last updated julio 28, 2025 and is based on user searches.

vie. 8/83:13 pmIAD - SWF

2 stops19h 00mMultiple Airlines

lun. 8/116:36 pmSWF - IAD

3 stops21h 39mMultiple Airlines

Deal found 7/25

$350

One-way flights from Dulles Intl to Stewart
Search for one-way flight options from Dulles Intl to Stewart. Find affordable one-way fares based on user searches. Data last updated julio 28, 2025.

vie. 8/83:13 pmIAD - SWF

2 stops19h 00mAllegiant Air

Deal found 7/25

$136

jue. 8/284:56 pmIAD - SWF

2 stops20h 09mMultiple Airlines

Deal found 7/25

$146

Cheapflights Fare Finder

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

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

vie. 8/8

3:13 pm-10:13 am

2 stops19h 00m

New Windsor Stewart

lun. 8/11

6:36 pm-4:15 pm

3 stops21h 39m

$350

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

lun. 11/3

12:09 pm-7:16 pm

1 stop7h 07m

$107

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

jue. 8/28

4:56 pm-1:05 pm

2 stops20h 09m

$146

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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, October is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to New Windsor (average of $109). Flying from Washington, D.C. Dulles Intl Airport to New Windsor in August is currently the most expensive (average of $206). 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.

Reviews of airlines servicing Stewart

Read through reviews of airlines operating flights from Washington, D.C. Dulles Intl Airport to New Windsor, such as Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Allegiant Air

7.2

Good

702 reviews

Reviews

1 / 20

10.0

Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Allegiant Air

7.2

Good

702 reviews

Allegiant Air

7.2

Good

702 reviews

Reviews

1 / 20

10.0

Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Related info for your journey

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, October is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to New Windsor (average of $109). Flying from Washington, D.C. Dulles Intl Airport to New Windsor in August is currently the most expensive (average of $206). 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.

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Complete your trip

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$107+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Dulles Intl to Stewart with Cheapflights

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Cheap flight deals from Dulles Intl to Stewart

Round-trip from

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Popular in

Cheapest in

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Find flight deals from Dulles Intl to Stewart

Cheapest flights from Dulles Intl to StewartExplore 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 julio 28, 2025.

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 julio 28, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to New Windsor that are best for you.

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.

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?

Reviews of airlines servicing Stewart

Read through reviews of airlines operating flights from Washington, D.C. Dulles Intl Airport to New Windsor, such as Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

Can I find deals for flights from Dulles Intl to Stewart that include hotel bookings?

How can I find direct flights from Dulles Intl to Stewart?

Can I find deals for business class flights from Dulles Intl to Stewart?

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to New Windsor?

Traveling to a place near New Windsor?

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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Dulles Intl to Stewart

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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 julio 28, 2025.