Cheap Flights from Cleveland (CLE) to Winchester (WGO)

Popular airlines from Cleveland Hopkins International Airport (CLE) to Winchester, VA (WGO-Winchester Regional)

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Frequently asked questions

How much does a flight from Hopkins Intl. Airport (CLE) to Winchester, VA (WGO-Winchester Regional) cost?
Secure a cheap one-way flight or cheap return flight from Hopkins Intl. Airport (CLE) to Winchester, VA (WGO-Winchester Regional) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Hopkins Intl. Airport (CLE) to Winchester, VA (WGO-Winchester Regional)?
The cheapest month to fly from CLE to WGO is , when there's less demand. Off-peak season is usually when airlines offer better prices between these airports.
What is the cheapest airline that flies from Hopkins Intl. Airport (CLE) to Winchester, VA (WGO-Winchester Regional)?
To find the cheapest airline flying from CLE to WGO, use Expedia's filter tool. Tailor your search based on your travel needs, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Hopkins Intl. Airport (CLE) to Winchester, VA (WGO-Winchester Regional)?
You'll have to book a flight with a layover if you're traveling from Hopkins Intl. Airport (CLE) to Winchester, VA (WGO-Winchester Regional). There are no daily direct flights on this route. However, simply filter your search to include one or two stops to discover the best option for your trip.
What day of the week has the most flights from CLE to WGO?
You'll usually find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Hopkins Intl. Airport (CLE) to Winchester, VA (WGO-Winchester Regional)?
To avoid potential delays on the Hopkins Intl. Airport (CLE) to Winchester, VA (WGO-Winchester Regional) route, fly before 3 PM. Departures after this time have a 22% higher chance of being 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.
What airports do you fly into for Winchester from Hopkins Intl. Airport (CLE)?
If you're boarding a direct flight from Hopkins Intl. Airport (CLE) to Winchester, Washington Dulles Intl. Airport (IAD) is the only airport you can land at.
Is it cheaper to buy a plane ticket from Hopkins Intl. Airport (CLE) to Winchester, VA (WGO-Winchester Regional) last-minute?
Holding off until just before your trip to book a flight from CLE to WGO often results in higher prices. While you might find some last-minute discounts, there's no guarantee. Be flexible with your travel plans for a better chance of snagging a bargain.
Is it cheaper to book a CLE to WGO flight and hotel package?
Securing a CLE to WGO flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Select from our extensive range of hotels and then add activities, car rentals and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Hopkins Intl. Airport (CLE) to Winchester, VA (WGO-Winchester Regional)?
Typically, it's possible to reschedule or cancel your CLE to WGO flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Travel information

Origin airport
Hopkins Intl.
Destination airport
Winchester Regional
Distance
249 mi

Book with confidence

Book with confidence

Cleveland to Winchester Flights

The cheapest times to fly from Cleveland 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 Cleveland to Winchester are during the month of . You can find some of the cheapest flights from Cleveland to Winchester with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Cleveland to Winchester

Sunday is one of the best days to book for cheap flights from Cleveland 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 Cleveland 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 Cleveland 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 Cleveland 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 Cleveland 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.

 

Cleveland to Winchester Flights

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