Cheap Flights from New York (LGA) to Winchester (WGO)

Popular airlines from LaGuardia Airport (LGA) to Winchester, VA (WGO-Winchester Regional)

Frequently asked questions

How much does a flight from LaGuardia Airport (LGA) to Winchester, VA (WGO-Winchester Regional) cost?
Snag a cheap one-way flight or cheap return flight from LaGuardia Airport (LGA) 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 LaGuardia Airport (LGA) to Winchester, VA (WGO-Winchester Regional)?
The cheapest month to fly from LGA to WGO is , when there's less demand. Off-peak months are usually when you'll find lower airfares between these airports.
What is the cheapest airline that flies from LaGuardia Airport (LGA) to Winchester, VA (WGO-Winchester Regional)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest LGA to WGO flight.
How many flights per day from LaGuardia Airport (LGA) to Winchester, VA (WGO-Winchester Regional)?
There are no daily direct flights departing from LaGuardia Airport (LGA) to Winchester, VA (WGO-Winchester Regional). But you can book flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be on your way in no time.
What day of the week has the most flights from LGA to WGO?
You'll generally 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 LaGuardia Airport (LGA) to Winchester, VA (WGO-Winchester Regional)?
To avoid possible delays on the LaGuardia Airport (LGA) to Winchester, VA (WGO-Winchester Regional) route, fly before 3 PM. Flights after this time have a 22% higher chance of cancellation.**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 LaGuardia Airport (LGA)?
If you're taking a direct flight from LaGuardia Airport (LGA) to Winchester, Washington Dulles Intl. Airport (IAD) is the only airport you can land at.
Is it cheaper to buy a plane ticket from LaGuardia Airport (LGA) to Winchester, VA (WGO-Winchester Regional) last-minute?
Waiting until just before your departure to book a flight from LGA to WGO generally means paying more. Although you may find some last-minute deals, they aren't always guaranteed. Keep your travel plans flexible to boost your chances of snagging a bargain.
Is it cheaper to book a LGA to WGO flight and hotel package?
You'll generally save money by booking a LGA 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 simple to manage it all in one place. Once you've chosen your preferred accommodations and flights, consider adding extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from LaGuardia Airport (LGA) to Winchester, VA (WGO-Winchester Regional)?
If you reserved your LGA to WGO flight in the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the ticket type 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, go to our Customer Service portal if you want more information.

Travel information

Origin airport
LaGuardia
Destination airport
Winchester Regional
Distance
252 mi

Book with confidence

New York to Winchester Flights

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

 

The best time to book a flight from New York to Winchester

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

 

New York to Winchester Flights

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*Available to One Key members.