Cheap Flights from Toronto (YYZ) to Winchester (WGO)

Popular airlines from Toronto Pearson Intl. Airport (YYZ) to Winchester, VA (WGO-Winchester Regional)

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Frequently asked questions

How much does a flight from Pearson Intl. Airport (YYZ) to Winchester, VA (WGO-Winchester Regional) cost?
Secure a cheap one-way flight or cheap return flight from Pearson Intl. Airport (YYZ) to Winchester, VA (WGO-Winchester Regional) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Pearson Intl. Airport (YYZ) to Winchester, VA (WGO-Winchester Regional)?
Planning your getaway for may help you find better deals, as it's the cheapest month for flights between YYZ and WGO. You'll often find the lowest fares during the off-season.
What is the cheapest airline that flies from Pearson Intl. Airport (YYZ) to Winchester, VA (WGO-Winchester Regional)?
Use the filters on Expedia to compare different airlines and find the cheapest carrier that'll fly you from YYZ to WGO. Then, sort your results by "Price (lowest to highest)" to snap up the best deal available.
How many flights per day from Pearson Intl. Airport (YYZ) to Winchester, VA (WGO-Winchester Regional)?
Nonstop flights from Pearson Intl. Airport (YYZ) to Winchester, VA (WGO-Winchester Regional) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel details and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from YYZ to WGO?
You'll usually find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary 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 Pearson Intl. Airport (YYZ) to Winchester, VA (WGO-Winchester Regional)?
To avoid possible delays on the Pearson Intl. Airport (YYZ) to Winchester, VA (WGO-Winchester Regional) route, fly before 3 PM. Flights after this time 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.
What airports do you fly into for Winchester from Pearson Intl. Airport (YYZ)?
If you're on a direct flight from Pearson Intl. Airport (YYZ) to Winchester, Washington Dulles Intl. Airport (IAD) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Pearson Intl. Airport (YYZ) to Winchester, VA (WGO-Winchester Regional) last-minute?
Holding off until just before your departure to book a ticket from YYZ to WGO generally means paying more. While it's possible to find some last-minute offers, there's no guarantee. Be flexible with your itinerary for a better chance of scoring a bargain.
Is it cheaper to book a YYZ to WGO flight and hotel package?
Compared with arranging hotels and flights separately, booking a YYZ to WGO flight and hotel package with Expedia could result in significant savings. Better still, having everything in one convenient place takes the hassle out of planning your trip. Simply pick your flights and select from our extensive range of hotels, then customize your trip with extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from Pearson Intl. Airport (YYZ) to Winchester, VA (WGO-Winchester Regional)?
In most cases, you're able to reschedule or cancel your YYZ to WGO flight. However, there may be additional fees, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you need further details, visit our Customer Service portal.

Travel information

Travel information

Origin airport
Pearson Intl.
Destination airport
Winchester Regional
Distance
322 mi

Book with confidence

Book with confidence

Toronto to Winchester Flights

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

 

The best time to book a flight from Toronto to Winchester

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

 

Toronto to Winchester Flights

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*Available to One Key members.