Cheap Flights to Wintergreen from $88

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How Much Does it Cost To Fly To Wintergreen?

The cheapest prices found with in the last 7 days for return flights were $159 and $88 for one-way flights to Wintergreen for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
LGACharlottesvilleJune 18 to June 25$159
BOSCharlottesvilleAugust 28 to September 7$181
ORDCharlottesvilleJuly 3 to July 7$189
TPACharlottesvilleAugust 1 to August 13$208
HOUCharlottesvilleJune 11 to June 12$246
ATLCharlottesvilleJune 25 to July 10$305
ORDMount SidneyJune 11 to June 18$477
LGAMount SidneyJuly 14 to July 17$530
ATLMount SidneyJune 4 to June 13$580
BOSMount SidneyJune 5 to June 6$605
MKEMount SidneyJune 10 to June 12$623
IAHMount SidneyJune 4 to June 13$643
DFWMount SidneyJune 5 to June 12$647
TPAMount SidneyJuly 17 to July 26$657
DENMount SidneyJune 4 to June 16$763
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MKECharlottesvilleJune 2 to June 13$244
TPACharlottesvilleJune 2 to June 13$265
BOSCharlottesvilleJune 2 to June 3$286
EWRCharlottesvilleJune 1 to June 12$288
HOUCharlottesvilleJune 2 to June 12$306
ORDCharlottesvilleJune 1 to June 2$309
DENCharlottesvilleJune 1 to June 18$353
DFWCharlottesvilleJune 1 to June 12$540
ATLCharlottesvilleMay 31 to June 4$552
ORDMount SidneyJune 2 to June 13$635
EWRMount SidneyJune 2 to June 15$635
BOSMount SidneyJune 2 to June 15$643
DENMount SidneyJune 1 to June 12$753
*Prices include taxes and fees

Wintergreen Flight Information

Traveling to
Wintergreen
Lowest Price
$159
Number of Airlines Serving
Airlines Serving
Delta
Number of Daily Flights
Airlines with Direct Flights

Best Wintergreen Flight and Hotel Packages

Wintergreen flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Charlottesville
English Inn of Charlottesville
Little Mod Hotel
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Frequently asked questions

Which airlines fly to Wintergreen?
Booking an airfare with American Airlines is the best option if you intend to begin your unforgettable adventure in Wintergreen.
What airport is best to fly into Wintergreen?
Wintergreen is serviced by one airport. You’ll be touching down at CHO, located 30 mi from the center of the city.
Where to stay in Wintergreen
With 672 wonderful properties in Wintergreen, you’re spoilt for choice. But don’t wait around. The sooner you book, the sooner you can start looking forward to your adventure!Nothing compares to the thrill of organizing your accommodations for your next trip. But after hours of comparing amenities and prices, it can get a little tedious. So why not take our advice and choose one of our recommended properties, like the NEW! Serene Hideaway w/ Views, 1 Mi to Hike & Ski! and the Quiet Cottage Near Hiking Trails And Mountain Inn?
Places to visit in Wintergreen
Bold Rock Hard Cider Nellysford Cidery is an interesting place. Take a look behind the scenes and learn how they make their trademark beer. Want some more ideas? Enjoy a few rounds, get more active and test yourself at Stoney Creek Golf Course. But there’s more. Make the journey up to Raven’s Roost Overlook and you will be rewarded with panoramic views of the surrounding landscape.
How to get through airport security fast when traveling to Wintergreen
Your trip to Wintergreen starts as soon as you’ve completed all the security checks. We’ve compiled a list of handy tips to make sure you pass through quickly:

  • Make sure your passport and boarding pass are not difficult to reach. You’ll need to show them straightaway.
  • Coins, belts and power banks should be put in a tub for X-raying. If you pass through the body scanner with these items, you’ll be requested to turn back and remove them.
  • All laptops need to be taken out of their protective carriers and placed in a tub before X-raying.
  • Traveling with a new cologne or perfume? As long as it contains no more than 3.4 ounces (100 milliliters) and it’s stored in a clear zip-lock bag, you can keep it in your carry-on luggage.
  • Airport security personnel will likely ask you to remove your shoes in preparation for entering the body scanner. Pick a pair that come off easily. There’s nothing more irritating than having to do up your laces over and over again.
  • Put any pocketknives or other dangerous items inside your checked luggage. Airport security won’t allow these aboard the aircraft.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Plane Tickets To Wintergreen

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Wintergreen. Browse through our inventory to explore a wide range of cheap flights to Wintergreen to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Wintergreen as you anxiously await to exit the plane and explore what Wintergreen has to offer. Considering all the amazing local food and culture in Wintergreen, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Wintergreen to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Wintergreen without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Wintergreen with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Wintergreen today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.