$64 Cheap Flights to Wintergreen, VA

Popular airlines

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • one key icon
    Earn twice
    Earn your airline miles on top of our OneKeyCash

How much is the cheapest flight to Wintergreen?

Prices were available within the past 7 days and start at $64 for one-way flights and $123 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
American Airlines
Delta
United
Contour Airlines

Tips to find the cheapest flights to Wintergreen

The cheapest day to fly

Get started finding a cheap flight to Wintergreen on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

July is the cheapest month to fly to Wintergreen. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Wintergreen. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Wintergreen, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Wintergreen

The lowest price for round-trip flights to Wintergreen in 2025 starts from from $123, while one-way tickets start from from $64. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Wintergreen. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Wintergreen

American Airlines, Delta, United, Contour Airlines, Alaska Airlines are just some of the airlines that can typically offer cheap tickets to Wintergreen. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Wintergreen and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Wintergreen, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Wintergreen. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Wintergreen plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Wintergreen

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Wintergreen.

Stopover savings

The cheapest tickets to Wintergreen are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Wintergreen. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Wintergreen for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Wintergreen. Simply download the free Expedia app to your smart device and activate Wintergreen flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Wintergreen. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

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

What month is the cheapest to fly to Wintergreen?
July is typically the least expensive month for flights to Wintergreen*. Keep an eye out for affordable flights during this time as you could snag a good deal. *Cheapest month to fly is based on the month with the cheapest flight found on Expedia.com in the next 330 days.
Which US cities have the cheapest flights to Wintergreen?
Charlotte, New York and Atlanta usually have cheap flights to Wintergreen. Remember that fares vary based on factors like time of year, number of stopovers and demand.
Which US cities fly direct to Wintergreen?
Take your pick of 5 US cities providing direct flights to Wintergreen. When reserving on Expedia, select the "Direct flights only" filter to compare nonstop options. Fly to Wintergreen from any of these cities:

  • Charlotte
  • New York
  • Atlanta
  • Washington
  • Chicago

How to find a cheap flight to Wintergreen?
Book early for the best chance of scoring cheap flights to Wintergreen. Also, consider visiting during off-season months like March and April. If you jet off on a Thursday, you can save 16% on average compared to those departing on a Sunday.* Save time checking every day and set up a price alert on the Expedia app. We'll let you know when fares change.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Wintergreen?
While booking in advance is generally the easiest way to save cash, don't panic if your Wintergreen getaway is last minute. It's still possible to find cheap flights to Wintergreen, especially if your plans have a little leeway. Try switching up your trip dates, looking at different ticket types or jetting out of an alternative hub.
How far in advance should I book a flight to Wintergreen?
Get the departure dates you want and a fare you'll love by booking your domestic flight to Wintergreen up to 28 days in advance. Search for tickets two to four months ahead if you're visiting Wintergreen from an international destination.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Wintergreen?
You can save an average of 8% if you purchase tickets on a Sunday rather than Fridays, which tend to be the priciest day to book.* When it comes to scoring a cheap flight to Wintergreen, timing makes a difference.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Wintergreen?
There are 3 airlines that link Wintergreen with 5 airports around the globe. The principal gateway to Wintergreen is Charlottesville-Albemarle Airport (CHO). American Airlines and Delta Air Lines are two of the most popular airlines to Wintergreen.
Where do you fly into Wintergreen?
The main hub when you fly to Wintergreen is Shenandoah Valley Regional Airport (SHD), but there are some good nearby alternatives like Charlottesville-Albemarle Airport (CHO) and Lynchburg Regional Airport (LYH). You can also land at Gordonsville Municipal Airport (GVE) and Hot Springs, VA (HSP-Ingalls Field) when flying to Wintergreen.
How far is the airport from central Wintergreen?
If you're flying into Shenandoah Valley Regional Airport (SHD), you'll be about 25 mi north of central Wintergreen.
Can I save money by booking a Wintergreen trip package?
Bundle your hotel and flight and you could save hundreds of dollars. What's more, you can add extras like car rentals and tours to your Wintergreen flight and hotel package deal. With Expedia, it's simple to look after all your Wintergreen travel plans in one place.
Can I change or cancel my flight to Wintergreen?
It's often possible to change or cancel your flight to Wintergreen. Many airlines allow you to cancel your flight for free within 24 hours of booking. However, some flights are non-refundable, and airlines may offer you credit for future flights instead of a direct refund. To find affordable flights to Wintergreen with flexible change policies, check "Changes included" or "No cancel fee" when you search. Want more information? Check out our Customer Service Portal.
Flights to Wintergreen information
Destination airport
Shenandoah Valley Regional
Destination airport IATA code
SHD
Destination city name
Weyers Cave
Roundtrip price
$122

Trending flights to Wintergreen

Prices were available within the past 7 days and start at $64 for one-way flights and $123 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Contour Airlines

Explore a world of travel with Expedia

*Available to One Key members.