Search Cheap Flights to
Wintergreen

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Wintergreen Flights as Low as $242

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Tue, Dec 31 - Sat, Jan 4
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 31 from Orlando Intl. to Charlottesville-Albemarle, returning Sat, Jan 4, priced at $242 found 1 day ago
Delta
Mon, Jan 6 - Tue, Jan 7
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Jan 6 from Orlando Intl. to Charlottesville-Albemarle, returning Tue, Jan 7, priced at $257 found 1 day ago
American Airlines
Tue, Dec 31 - Sat, Jan 4
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$272 Roundtrip, found 1 day ago
$272
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 31 from Orlando Intl. to Charlottesville-Albemarle, returning Sat, Jan 4, priced at $272 found 1 day ago
American Airlines
Mon, Dec 30 - Sat, Jan 4
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Dec 30 from Orlando Intl. to Charlottesville-Albemarle, returning Sat, Jan 4, priced at $276 found 1 day ago
American Airlines
Tue, Dec 31 - Sat, Jan 4
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$278 Roundtrip, found 1 day ago
$278
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 31 from Orlando Intl. to Charlottesville-Albemarle, returning Sat, Jan 4, priced at $278 found 1 day ago
American Airlines
Mon, Dec 30 - Wed, Jan 1
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$282 Roundtrip, found 1 day ago
$282
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Dec 30 from Orlando Intl. to Charlottesville-Albemarle, returning Wed, Jan 1, priced at $282 found 1 day ago
Delta
Mon, Dec 30 - Sun, Jan 5
TPA
Tampa Intl.
CHO
Charlottesville-Albemarle
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Dec 30 from Tampa Intl. to Charlottesville-Albemarle, returning Sun, Jan 5, priced at $283 found 1 day ago
American Airlines
Mon, Dec 30 - Thu, Jan 2
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$286 Roundtrip, found 1 day ago
$286
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Dec 30 from Orlando Intl. to Charlottesville-Albemarle, returning Thu, Jan 2, priced at $286 found 1 day ago
Delta
Mon, Jan 6 - Thu, Jan 9
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$288 Roundtrip, found 1 day ago
$288
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Jan 6 from Orlando Intl. to Charlottesville-Albemarle, returning Thu, Jan 9, priced at $288 found 1 day ago
United
Tue, Dec 31 - Sat, Jan 4
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$306 Roundtrip, found 1 day ago
$306
Roundtrip
found 1 day ago
Select United flight, departing Tue, Dec 31 from Orlando Intl. to Charlottesville-Albemarle, returning Sat, Jan 4, priced at $306 found 1 day ago
American Airlines
Tue, Dec 31 - Sat, Jan 4
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 31 from Orlando Intl. to Charlottesville-Albemarle, returning Sat, Jan 4, priced at $307 found 1 day ago
American Airlines
Tue, Dec 31 - Sat, Jan 4
TPA
Tampa Intl.
CHO
Charlottesville-Albemarle
$308 Roundtrip, found 1 day ago
$308
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 31 from Tampa Intl. to Charlottesville-Albemarle, returning Sat, Jan 4, priced at $308 found 1 day ago
Delta
Tue, Dec 31 - Sat, Jan 4
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$312 Roundtrip, found 1 day ago
$312
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Dec 31 from Orlando Intl. to Charlottesville-Albemarle, returning Sat, Jan 4, priced at $312 found 1 day ago
American Airlines
Tue, Dec 31 - Sat, Jan 4
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 31 from Orlando Intl. to Charlottesville-Albemarle, returning Sat, Jan 4, priced at $313 found 1 day ago
Delta
Sat, Dec 28 - Thu, Jan 2
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Dec 28 from Orlando Intl. to Charlottesville-Albemarle, returning Thu, Jan 2, priced at $317 found 1 day ago
United
Tue, Dec 31 - Sat, Jan 4
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$324 Roundtrip, found 1 day ago
$324
Roundtrip
found 1 day ago
Select United flight, departing Tue, Dec 31 from Orlando Intl. to Charlottesville-Albemarle, returning Sat, Jan 4, priced at $324 found 1 day ago

Cheap Flights to Wintergreen

Fall in love at first flight with your vacation to Wintergreen by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Wintergreen on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Wintergreen, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Wintergreen

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Wintergreen with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHO airport.

What is the cheapest month to fly to Wintergreen?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Wintergreen are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Wintergreen?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Wintergreen.

What airport is best to fly into Wintergreen?

When you’re planning your trip to Wintergreen, convenience is the name of the game. Luckily, Wintergreen Shenandoah Valley Regional Airport is nearby so you can deplane and get going on checking off everything on your Wintergreen must-do list.

How much are flights to Wintergreen?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Wintergreen on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $242, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Wintergreen?

The trick to saving a stack of cash on your flight to Wintergreen? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $242 right now, why wait?

Wintergreen Flight Information
Destination airport
Charlottesville-Albemarle
Destination airport IATA code
CHO
Roundtrip price
$242

Last Minute Hotel Deals in Wintergreen

Hotel 24 South
Hotel 24 South
3 out of 5
24 South Market Street, Staunton, VA
The price is $119 per night from Jan 9 to Jan 10
$119
includes taxes & fees
Jan 9 - Jan 10, 2025
Stay at this 3-star historic hotel in Staunton. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the convenient ...
9.4/10 Exceptional! (1,010 reviews)
"Great clean and quiet"

Reviewed on Dec 22, 2024

Hotel 24 South
Sleep Inn Staunton
Sleep Inn Staunton
2.5 out of 5
222 Jefferson Hwy, Staunton, VA
The price is $90 per night from Dec 30 to Dec 31
$90
includes taxes & fees
Dec 30 - Dec 31
Book a stay at this business-friendly hotel in Staunton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,013 reviews)
"Clean and good value. Decent free breakfast."

Reviewed on Dec 21, 2024

Sleep Inn Staunton
Wingate by Wyndham Waynesboro
Wingate by Wyndham Waynesboro
2.5 out of 5
20 Windigrove Dr, Waynesboro, VA
The price is $78 per night from Dec 30 to Dec 31
$78
includes taxes & fees
Dec 30 - Dec 31
Book a stay at this business-friendly hotel in Waynesboro. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (732 reviews)
"We greatly appreciated the excellent condition of the property and the friendly, helpful staff. One staff person went out of her way to help us get breakfast early so that we could be on our way as planned."

Reviewed on Dec 9, 2024

Wingate by Wyndham Waynesboro
Motel 6 Staunton, VA
Motel 6 Staunton, VA
2 out of 5
96 Baker Lane, Staunton, VA
The price is $59 per night from Jan 1 to Jan 2
$59
includes taxes & fees
Jan 1 - Jan 2, 2025
Stay at this motel in Staunton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,005 reviews)
"A peaceful place to rest before your next day!"

Reviewed on Dec 20, 2024

Motel 6 Staunton, VA
Holiday Inn Express And Suites Staunton, an IHG Hotel
Holiday Inn Express And Suites Staunton, an IHG Hotel
2.5 out of 5
47 Rolling Thunder Lane, Staunton, VA
The price is $115 per night from Jan 5 to Jan 6
$115
includes taxes & fees
Jan 5 - Jan 6, 2025
Book a stay at this business-friendly hotel in Staunton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (661 reviews)
very clean hotel.
"very clean Highway hotel, set between car dealerships."

Reviewed on Nov 14, 2024

Holiday Inn Express And Suites Staunton, an IHG Hotel
Holiday Inn Express And Suites Waynesboro East, an IHG Hotel
Holiday Inn Express And Suites Waynesboro East, an IHG Hotel
2.5 out of 5
108 Chicurel Lane, Waynesboro, VA
The price is $118 per night from Dec 30 to Dec 31
$118
includes taxes & fees
Dec 30 - Dec 31
Stay at this hotel in Waynesboro. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (237 reviews)
Can’t wait to stay again
"Comfortable stay, nice well keep hotel. Staff very friendly!"

Reviewed on Dec 21, 2024

Holiday Inn Express And Suites Waynesboro East, an IHG Hotel
The Blackburn Inn and Conference Center
The Blackburn Inn and Conference Center
3.5 out of 5
301 Greenville Avenue, Staunton, VA
The price is $103 per night from Dec 24 to Dec 25
$103
includes taxes & fees
Dec 24 - Dec 25
Stay at this 3.5-star hotel in Staunton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (907 reviews)
"Wonderful—would definitely stay again!"

Reviewed on Dec 17, 2024

The Blackburn Inn and Conference Center
Tru By Hilton Staunton
Tru By Hilton Staunton
2.5 out of 5
120 Staunton Crossing, Staunton, VA
The price is $104 per night from Dec 30 to Dec 31
$104
includes taxes & fees
Dec 30 - Dec 31
Book a stay at this business-friendly hotel in Staunton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (500 reviews)
"It was a great stay, beds were soft room was cleaned! And great staff friendly!"

Reviewed on Dec 12, 2024

Tru By Hilton Staunton
See all 1,178 properties in Wintergreen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.