Cheap Flights To Wintergreen 2026

Wintergreen Flights as Low as $374

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Nov 17 - Sat, Nov 21
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$374
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Nov 17 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Sat, Nov 21, priced at $374 found 4 hours ago
Delta
Tue, Nov 17 - Thu, Nov 26
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$394
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Nov 17 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Thu, Nov 26, priced at $394 found 4 hours ago
Delta
Mon, Nov 23 - Thu, Nov 26
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$449
Roundtrip
found 4 hours ago
Select Delta flight, departing Mon, Nov 23 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Thu, Nov 26, priced at $449 found 4 hours ago
Delta
Tue, Nov 17 - Sun, Nov 22
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$454
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Nov 17 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Sun, Nov 22, priced at $454 found 4 hours ago
American Airlines
United
Tue, Nov 17 - Fri, Nov 27
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$459
Roundtrip
found 4 hours ago
Select United flight, departing Tue, Nov 17 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Fri, Nov 27, priced at $459 found 4 hours ago
Delta
Sat, Oct 10 - Thu, Oct 15
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$495
Roundtrip
found 10 hours ago
Select Delta flight, departing Sat, Oct 10 from O'Hare Intl. to Charlottesville-Albemarle, returning Thu, Oct 15, priced at $495 found 10 hours ago
Delta
Fri, Nov 20 - Sun, Nov 22
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$504
Roundtrip
found 4 hours ago
Select Delta flight, departing Fri, Nov 20 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Sun, Nov 22, priced at $504 found 4 hours ago
Delta
Fri, Oct 9 - Thu, Oct 15
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$509
Roundtrip
found 10 hours ago
Select Delta flight, departing Fri, Oct 9 from O'Hare Intl. to Charlottesville-Albemarle, returning Thu, Oct 15, priced at $509 found 10 hours ago
United
Sat, Nov 21 - Fri, Nov 27
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$509
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Nov 21 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Fri, Nov 27, priced at $509 found 4 hours ago
Delta
Fri, Nov 20 - Wed, Nov 25
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$527
Roundtrip
found 4 hours ago
Select Delta flight, departing Fri, Nov 20 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Wed, Nov 25, priced at $527 found 4 hours ago
American Airlines
Delta
Sat, Oct 10 - Tue, Oct 13
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$541
Roundtrip
found 10 hours ago
Select Delta flight, departing Sat, Oct 10 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Oct 13, priced at $541 found 10 hours ago
Delta
Fri, Nov 20 - Mon, Nov 30
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$554
Roundtrip
found 4 hours ago
Select Delta flight, departing Fri, Nov 20 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Mon, Nov 30, priced at $554 found 4 hours ago
Delta
Fri, Oct 9 - Tue, Oct 13
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$555
Roundtrip
found 10 hours ago
Select Delta flight, departing Fri, Oct 9 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Oct 13, priced at $555 found 10 hours ago
American Airlines

Flights to Wintergreen

Book your next flight to (airport) if Wintergreen is calling your name. And with the AARP Travel Center Powered by Expedia®, can become a reality sooner than you think. AARP Travel combines their members-only discount with the best rates from Expedia, giving members the best price in travel, guaranteed.

As an AARP member, you'll get exclusive rates on:

  • Hotels
  • Car rentals
  • Flights
  • Waived booking fees on flights

Whether it's a weekend getaway, tropical vacation, backpacking adventure, ski escape or another trip you're dreaming of–we will help you get there (without breaking the bank).

Wintergreen Airport Transportation

Once you have reserved plane tickets to Wintergreen with AARP Travel, you might want to book a car so you can get around the city. You can book a Wintergreen rental car under our cars tab and jump in the driver's seat right when you step outside. For more information, check out the Wintergreen Car Rentals Guide.

Things to Do in Wintergreen

Not sure where to start? Not to worry—there's so many things to do in this city. No matter what you decide to do with your time, you're sure to have fun in this city.

If you're looking for some fun activities to do in Wintergreen, make sure you look at our "Things to Do in Wintergreen" page for excursions and activities for the whole clan.

Book Your Hotel in Wintergreen

Wintergreen has hotel to choose from, make sure you check out our hotel listings tab for some great recommendations from past visitors. No matter where you stay, just remember that you will get the best for your getaway when you book with AARP Travel.

Book Your Wintergreen Trip Now

We know that you want to focus more on the fun stuff and less on the airfare prices, so we provide travel arrangements that fall within your budget. Don't wait a second longer—book your airfare today and land in Wintergreen tomorrow.