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

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

Find available prices by choosing your travel dates.
Flights from Washington (IAD) to Winchester (WGO)
Origin airport
Washington Dulles Intl.
Destination airport
Winchester Regional
Distance
39 mi

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.

 

Frequently asked questions

Is it cheaper to buy a plane ticket from IAD to WGO last minute?
Booking your flight from IAD to WGO at the last minute could save you a tidy sum if you’re lucky enough to find an awesome deal. However, airfares typically don’t come down in price as the date of departure nears. If you hold off, flights could also be booked up or the best seats gone (that could mean the middle seat!). If you’d rather not hedge your bets, book well ahead of the date you want to leave. It’s worth noting that some of the best deals can be found up to a year in advance. If your favorite airline hasn’t released its airfares yet, check back regularly as offers are updated on Expedia constantly.
What airports do you fly into for Winchester from Washington?
Winchester, VA (WGO-Winchester Regional), Washington Dulles Intl. Airport (IAD) and Hagerstown Regional Airport (HGR) are your choices when jetting from Washington to Winchester. Around 3 mi south of downtown Winchester, Winchester, VA (WGO-Winchester Regional) is the city’s principal hub. Consider factors like flight schedules and the distance to your hotel before deciding on an airport. Shenandoah University and Shenandoah Valley Discovery Museum are a couple of fantastic attractions to explore when you get to your destination.
Can I change the date of my flight from Dulles Intl. Airport to WGO?
Make changes quickly to your IAD to WGO ticket by logging in to the Expedia Trips portal. Before you make any amendments, check the fare rules in your itinerary to see what you can do and if charges apply. Some carriers have a change fee per person, plus any difference in fare prices. But if you booked in the last 24 hours, you may be able to cancel for free and arrange new flights. You can also stop by our Customer Service portal to find the answers to your questions and to connect with our Virtual Agent.

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*Available to One Key members.