Private charter · OWB → KJYO
Owensboro to Middleburg
528 miles, about 3 hr 5 min in a Cirrus SR20. One price for the whole airplane.
Price your flight from Owensboro to Middleburg
The trip
Owensboro to Middleburg, door to door faster.
Trade about 11½ hours on the road for about 3 hr 5 min in the air. Littlebird flies you direct from Owensboro Daviess County Airport in Owensboro to Leesburg Executive Airport in Middleburg, 528 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.
- Distance
- 528 mi
- Flight
- 3 hr 5 min
- Driving
- 11½ hours
- Passengers
- Up to 5
Flight time by aircraft
- Cirrus SR20 · up to 3 passengers3 hr 5 min
- Cirrus Vision Jet · up to 5 passengers1 hr 40 min
Planned times in the air. Your quote shows exact departure and arrival times.
Departing Owensboro
Airports in Owensboro
OWB
Commercial airportOwensboro Daviess County Airport
Owensboro · KOWB
- From downtown
- 3 mi
- Longest runway
- 8,000 ft
EVV
Commercial airportEvansville Regional Airport
Evansville · KEVV
- From downtown
- 30 mi
- Longest runway
- 8,021 ft
KJQD
Regional airportOhio County Airport
Hartford
- From downtown
- 25 mi
- Longest runway
- 5,003 ft
KTEL
Regional airportPerry County Municipal Airport
Tell City
- From downtown
- 29 mi
- Longest runway
- 4,400 ft
KKY8
Regional airportHancock County-Ron Lewis Field
Lewisport
- From downtown
- 20 mi
- Longest runway
- 5,002 ft
Arriving Middleburg
Airports in Middleburg
KJYO
Regional airportLeesburg Executive Airport
Leesburg
- From downtown
- 12 mi
- Longest runway
- 5,500 ft
IAD
Major airportWashington Dulles International Airport
Dulles · KIAD
- From downtown
- 15 mi
- Longest runway
- 11,500 ft
MNZ
Commercial airportWashington Manassas Harry P. Davis Field
Manassas · KHEF
- From downtown
- 21 mi
- Longest runway
- 6,200 ft
WGO
Regional airportWinchester Regional Airport
Winchester · KOKV
- From downtown
- 25 mi
- Longest runway
- 5,498 ft
KHWY
Regional airportWarrenton Fauquier Airport
Midland
- From downtown
- 26 mi
- Longest runway
- 5,000 ft
FRR
Regional airportFront Royal Warren County Airport
Front Royal · KFRR
- From downtown
- 28 mi
- Longest runway
- 3,008 ft
When you land
Things to do in Middleburg
Middleburg is the heart of Virginia’s hunt country, a landscape of stone walls, horse farms and historic estates in western Loudoun and Fauquier counties. The town is known for fox hunting, steeplechase racing and equestrian sports, and its stone buildings house inns, boutiques, saddlery shops and restaurants. Many residents and weekenders are connected to Washington, about an hour away, and the area’s economy revolves around horses, agriculture, wineries, hospitality and real estate.
- 01
National Sporting Library & Museum
In the center of town, this library and museum is devoted to horse and field sports, with sporting art, rare books and rotating exhibitions.
- 02
Salamander Middleburg
Set on hundreds of acres of rolling countryside, this luxury resort offers an equestrian center, a spa, cooking classes and fine dining.
- 03
Red Fox Inn
One of the oldest inns in the country, the Red Fox has hosted travelers for centuries and offers a historic tavern dining room on Washington Street.
- 04
Virginia Gold Cup
Held each May at Great Meadow in The Plains, this steeplechase race is a major social event, with elaborate tailgates and spectators in hats and seersucker.
- 05
Loudoun and Fauquier Wineries
The surrounding countryside is filled with wineries and tasting rooms, many with views of the Blue Ridge and outdoor spaces ideal for long afternoons.
- 06
Sky Meadows State Park
In nearby Delaplane, this park offers hiking trails, sweeping pastoral views, a historic farm and access to the Appalachian Trail.
Questions
Owensboro to Middleburg flights
How long is a private flight from Owensboro to Middleburg?
About 3 hr 5 min in a Cirrus SR20, for 528 miles direct. Driving the same trip takes about 11½ hours.
Which airports do flights from Owensboro to Middleburg use?
You can depart from Owensboro Daviess County Airport (OWB), Evansville Regional Airport (EVV), or Ohio County Airport (KJQD) and arrive at Leesburg Executive Airport (KJYO), Washington Dulles International Airport (IAD), or Washington Manassas Harry P. Davis Field (MNZ). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Owensboro to Middleburg 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 Owensboro and Middleburg?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Middleburg back to Owensboro are priced the same way.
Return flight
Middleburg to Owensboro
More flights from Owensboro
More flights to Middleburg
Explore Owensboro private charter and Middleburg private charter, airports and things to do. Arriving at Leesburg Executive Airport (KJYO).
Owensboro to Middleburg, on your schedule
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