Private charter · WGO → CHO
Winchester to Charlottesville
71 miles, about 25 min in a Cirrus SR20. One price for the whole airplane.
Price your flight from Winchester to Charlottesville
The trip
Winchester to Charlottesville, door to door faster.
Trade about 2 hours on the road for about 25 min in the air. Littlebird flies you direct from Winchester Regional Airport in Winchester to Charlottesville Albemarle Airport in Charlottesville, 71 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.
- Distance
- 71 mi
- Flight
- 25 min
- Driving
- 2 hours
- Passengers
- Up to 5
Flight time by aircraft
- Cirrus SR20 · up to 3 passengers25 min
- Cirrus Vision Jet · up to 5 passengers15 min
Planned times in the air. Your quote shows exact departure and arrival times.
Departing Winchester
Airports in Winchester
WGO
Regional airportWinchester Regional Airport
Winchester · KOKV
- From downtown
- 3 mi
- Longest runway
- 5,498 ft
MRB
Commercial airportEastern WV Regional Airport/Shepherd Field
Martinsburg · KMRB
- From downtown
- 18 mi
- Longest runway
- 8,815 ft
FRR
Regional airportFront Royal Warren County Airport
Front Royal · KFRR
- From downtown
- 19 mi
- Longest runway
- 3,008 ft
Arriving Charlottesville
Airports in Charlottesville
CHO
Commercial airportCharlottesville Albemarle Airport
Charlottesville · KCHO
- From downtown
- 8 mi
- Longest runway
- 6,801 ft
SHD
Commercial airportShenandoah Valley Regional Airport
Weyers Cave · KSHD
- From downtown
- 28 mi
- Longest runway
- 6,002 ft
LOW
Regional airportLouisa County Airport / Freeman Field
Louisa · KLKU
- From downtown
- 28 mi
- Longest runway
- 4,300 ft
KOMH
Regional airportOrange County Airport
Orange
- From downtown
- 28 mi
- Longest runway
- 3,200 ft
When you land
Things to do in Charlottesville
Charlottesville is the home of the University of Virginia, founded by Thomas Jefferson, whose Academical Village and nearby Monticello together form a UNESCO World Heritage Site. The university and UVA Health are the region’s largest employers, joined by defense and intelligence agencies, biotechnology and a growing number of startups. The countryside around the city is horse and wine country, dotted with historic estates, and James Madison’s Montpelier and James Monroe’s Highland are close by.
- 01
Monticello
Thomas Jefferson’s hilltop home and plantation offers guided house tours, gardens and exhibitions that examine both his ideas and the lives of the people he enslaved.
- 02
University of Virginia Academical Village
Jefferson’s original university design surrounds the Lawn, a terraced green anchored by the domed Rotunda, with pavilions and student rooms still in use today.
- 03
Downtown Mall
One of the longest pedestrian malls in the country, this brick-paved street is lined with restaurants, shops, galleries and the historic Paramount Theater.
- 04
Monticello Wine Trail
Dozens of wineries surround Charlottesville, many with views of the Blue Ridge, and the region is known for Viognier, Cabernet Franc and Bordeaux-style blends.
- 05
Shenandoah National Park
About 30 minutes west, Skyline Drive follows the crest of the Blue Ridge, with overlooks, waterfalls and trails, including a section of the Appalachian Trail.
- 06
James Madison’s Montpelier
In Orange County, the restored home of the fourth president offers house tours, archaeology and exhibits on the Constitution and on the enslaved community that lived there.
Questions
Winchester to Charlottesville flights
How long is a private flight from Winchester to Charlottesville?
About 25 min in a Cirrus SR20, for 71 miles direct. Driving the same trip takes about 2 hours.
Which airports do flights from Winchester to Charlottesville use?
You can depart from Winchester Regional Airport (WGO), Eastern WV Regional Airport/Shepherd Field (MRB), or Front Royal Warren County Airport (FRR) and arrive at Charlottesville Albemarle Airport (CHO), Shenandoah Valley Regional Airport (SHD), or Louisa County Airport / Freeman Field (LOW). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Winchester to Charlottesville cost?
The price depends on the date, departure time, aircraft and where the airplane is positioned. Enter your trip above to see an instant price for the whole airplane, with every tax and fee included.
Can I book a round trip between Winchester and Charlottesville?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Charlottesville back to Winchester are priced the same way.
Return flight
Charlottesville to Winchester
More flights from Winchester
More flights to Charlottesville
Explore Winchester private charter and Charlottesville private charter, airports and things to do. Arriving at Charlottesville Albemarle Airport (CHO).
Winchester to Charlottesville, on your schedule
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