Cheap Flights from Fort Myers (RSW) to Winchester (WGO)

Popular airlines from Southwest Florida Intl. Airport (RSW) to Winchester, VA (WGO-Winchester Regional)

Frequently asked questions

How much does a flight from Southwest Florida Intl. Airport (RSW) to Winchester, VA (WGO-Winchester Regional) cost?
Get a cheap one-way flight or cheap return flight from Southwest Florida Intl. Airport (RSW) 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 Southwest Florida Intl. Airport (RSW) to Winchester, VA (WGO-Winchester Regional)?
is the most affordable month to fly from RSW to WGO. Planning your trip for the off-season is often the key to better flight prices.
What is the cheapest airline that flies from Southwest Florida Intl. Airport (RSW) to Winchester, VA (WGO-Winchester Regional)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll fly you from RSW to WGO. Then, sort your results by "Price (lowest to highest)" to pick up the best deal available.
How many flights per day from Southwest Florida Intl. Airport (RSW) to Winchester, VA (WGO-Winchester Regional)?
You'll have to take a flight with a layover when traveling from Southwest Florida Intl. Airport (RSW) to Winchester, VA (WGO-Winchester Regional). Direct flights don't operate daily on this route. However, just filter your search to include one or more stops to find the best option for your trip.
What day of the week has the most flights from RSW to WGO?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can change depending on various factors, including the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Southwest Florida Intl. Airport (RSW) to Winchester, VA (WGO-Winchester Regional)?
Choose a flight from Southwest Florida Intl. Airport (RSW) to Winchester, VA (WGO-Winchester Regional) that takes off before 3 PM to reduce the risk of cancellations. Later departures are on average 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 Southwest Florida Intl. Airport (RSW)?
Washington Dulles Intl. Airport (IAD) is the only airport in Winchester with direct flights from Southwest Florida Intl. Airport (RSW). Consider your options and discover affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Southwest Florida Intl. Airport (RSW) to Winchester, VA (WGO-Winchester Regional) last-minute?
Waiting until right before your break to book a flight from RSW to WGO generally means paying more. Although you may find some last-minute offers, there's no guarantee. Keep your travel plans flexible to maximize your chances of landing a bargain.
Is it cheaper to book a RSW to WGO flight and hotel package?
You can save money by booking a RSW to WGO flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. After selecting your preferred accommodations and flights, consider adding extras such as activities, tours and car rentals.
Can I cancel or change the date of my flight from Southwest Florida Intl. Airport (RSW) to Winchester, VA (WGO-Winchester Regional)?
If you booked your RSW to WGO flight in the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you'd like more information.

Travel information

Travel information

Origin airport
Southwest Florida Intl.
Destination airport
Winchester Regional
Distance
896 mi

Book with confidence

Book with confidence

Fort Myers to Winchester Flights

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

 

The best time to book a flight from Fort Myers to Winchester

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

 

Fort Myers to Winchester Flights

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Explore a world of travel with Expedia

*Available to One Key members.