Private charter · SSI → KJYO
St. Simons Island to Middleburg
589 miles. One price for the whole airplane.
Price your flight from St. Simons Island to Middleburg
The trip
St. Simons Island to Middleburg, door to door faster.
Trade about 12½ hours on the road for about a short flight in the air. Bluebird flies you direct from St Simons Island Airport in St. Simons Island to Leesburg Executive Airport in Middleburg, 589 miles in a private jet with two pilots up front. Need a different size of aircraft? We'll source one sized for the trip. The price is for the whole aircraft, with every fee and tax shown before you book.
- Distance
- 589 mi
- Flight
- —
- Driving
- 12½ hours
- Passengers
- Up to 1
Departing St. Simons Island
Airports in St. Simons Island
SSI
Commercial airportSt Simons Island Airport
St Simons Island · KSSI
- From downtown
- Under 1 mi
- Longest runway
- 5,584 ft
BQK
Commercial airportBrunswick Golden Isles Airport
Brunswick · KBQK
- From downtown
- 8 mi
- Longest runway
- 8,001 ft
K4J6
Regional airportSt Marys Airport
St Marys
- From downtown
- 30 mi
- Longest runway
- 5,000 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
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
St. Simons Island to Middleburg flights
How long is a private flight from St. Simons Island to Middleburg?
About a short flight in a private jet, for 589 miles direct. Driving the same trip takes about 12½ hours.
Which airports do flights from St. Simons Island to Middleburg use?
You can depart from St Simons Island Airport (SSI), Brunswick Golden Isles Airport (BQK), or St Marys Airport (K4J6) 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 St. Simons Island 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 St. Simons Island and Middleburg?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Middleburg back to St. Simons Island are priced the same way.
Return flight
Middleburg to St. Simons Island
More flights from St. Simons Island
More flights to Middleburg
Explore St. Simons Island private charter and Middleburg private charter, airports and things to do. Arriving at Leesburg Executive Airport (KJYO).
St. Simons Island to Middleburg, on your schedule
Choose your departure time and see a price for the whole aircraft. Bring up to 1 passengers for the same price.
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