Cheap Flights from Washington (IAD) to Winchester (WGO)

Popular airlines from Washington Dulles Intl. Airport (IAD) to Winchester, VA (WGO-Winchester Regional)

Frequently asked questions

How much does a flight from Washington Dulles Intl. Airport (IAD) to Winchester, VA (WGO-Winchester Regional) cost?
Grab a cheap one-way flight or cheap return flight from Washington Dulles Intl. Airport (IAD) to Winchester, VA (WGO-Winchester Regional) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Washington Dulles Intl. Airport (IAD) to Winchester, VA (WGO-Winchester Regional)?
The cheapest month to fly from IAD to WGO is , when there's less demand. Off-peak season is typically when better flight deals are available between these airports.
What is the cheapest airline that flies from Washington Dulles Intl. Airport (IAD) to Winchester, VA (WGO-Winchester Regional)?
Expedia's filter tool lets you easily compare airlines, flight times and baggage options all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest IAD to WGO flight.
How many flights per day from Washington Dulles Intl. Airport (IAD) to Winchester, VA (WGO-Winchester Regional)?
There are no daily direct flights departing from Washington Dulles Intl. Airport (IAD) to Winchester, VA (WGO-Winchester Regional). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be soaring above the clouds in no time.
What day of the week has the most flights from IAD to WGO?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Washington Dulles Intl. Airport (IAD) to Winchester, VA (WGO-Winchester Regional)?
To avoid potential delays on the Washington Dulles Intl. Airport (IAD) to Winchester, VA (WGO-Winchester Regional) route, aim to travel before 3 PM. Later flights are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Washington Dulles Intl. Airport (IAD) to Winchester, VA (WGO-Winchester Regional) last-minute?
Last-minute fares from IAD to WGO are usually more expensive. For the cheapest rates, start looking for flights well ahead of time. That being said, if you're flexible with your travel plans, you may score a cheap fare right before you leave.
Is it cheaper to book an IAD to WGO flight and hotel package?
Opting for an IAD to WGO flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Select from our extensive range of accommodations and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Washington Dulles Intl. Airport (IAD) to Winchester, VA (WGO-Winchester Regional)?
Typically, you're able to reschedule or cancel your IAD to WGO flight. However, additional fees may apply, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's guidelines and fees on flight changes, or if you'd like more information, visit our Customer Service portal.

Travel information

Origin airport
Washington Dulles Intl.
Destination airport
Winchester Regional
Distance
39 mi

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Washington to Winchester Flights

The cheapest times to fly from Washington to Winchester

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Washington to Winchester are during the month of . You can find some of the cheapest flights from Washington to Winchester with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Washington to Winchester

Sunday is one of the best days to book for cheap flights from Washington to Winchester: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Washington to Winchester

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Washington to Winchester in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Washington to Winchester flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Washington to Winchester airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Washington to Winchester Flights

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*Available to One Key members.