Owensboro, Kentucky

Private charter · WGO → OWB

Winchester to Owensboro

498 miles, about 2 hr 55 min in a Cirrus SR20. One price for the whole airplane.

Photo: Smallbones · Public domain

Price your flight from Winchester to Owensboro

Trip type
1

Times are local to each departure airport.

The trip

Winchester to Owensboro, door to door faster.

Trade about 11 hours on the road for about 2 hr 55 min in the air. Littlebird flies you direct from Winchester Regional Airport in Winchester to Owensboro Daviess County Airport in Owensboro, 498 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.

Distance
498 mi
Flight
2 hr 55 min
Driving
11 hours
Passengers
Up to 5
WGOWinchesterOWBOwensboro
WGO → OWB498 miles direct

Flight time by aircraft

  • Cirrus SR20 · up to 3 passengers2 hr 55 min
  • Cirrus Vision Jet · up to 5 passengers1 hr 35 min

Planned times in the air. Your quote shows exact departure and arrival times.

Departing Winchester

Airports in Winchester

  • WGO

    Regional airport

    Winchester Regional Airport

    Winchester · KOKV

    From downtown
    3 mi
    Longest runway
    5,498 ft

  • MRB

    Commercial airport

    Eastern WV Regional Airport/Shepherd Field

    Martinsburg · KMRB

    From downtown
    18 mi
    Longest runway
    8,815 ft

  • FRR

    Regional airport

    Front Royal Warren County Airport

    Front Royal · KFRR

    From downtown
    19 mi
    Longest runway
    3,008 ft

Arriving Owensboro

Airports in Owensboro

  • OWB

    Commercial airport

    Owensboro Daviess County Airport

    Owensboro · KOWB

    From downtown
    3 mi
    Longest runway
    8,000 ft

  • EVV

    Commercial airport

    Evansville Regional Airport

    Evansville · KEVV

    From downtown
    30 mi
    Longest runway
    8,021 ft

  • KJQD

    Regional airport

    Ohio County Airport

    Hartford

    From downtown
    25 mi
    Longest runway
    5,003 ft

  • KTEL

    Regional airport

    Perry County Municipal Airport

    Tell City

    From downtown
    29 mi
    Longest runway
    4,400 ft

  • KKY8

    Regional airport

    Hancock County-Ron Lewis Field

    Lewisport

    From downtown
    20 mi
    Longest runway
    5,002 ft

When you land

Things to do in Owensboro

Owensboro is Kentucky’s fourth-largest city, a river town on the Ohio that grew on tobacco, distilling and manufacturing. Today its economy includes healthcare led by Owensboro Health, food production, manufacturing, energy, financial services and a revived distilling scene. Two small colleges, Kentucky Wesleyan and Brescia, add to the community, and a riverfront redevelopment brought a convention center, a park and hotels to the downtown waterfront. The city is also known as the barbecue capital of Kentucky for its distinctive smoked mutton and burgoo.

  1. 01

    Bluegrass Music Hall of Fame & Museum

    This downtown museum celebrates bluegrass music’s history and artists, with interactive exhibits, a theater for live performances and the home of the ROMP festival.

  2. 02

    Smothers Park

    Owensboro’s riverfront park includes a large playground, fountains and walking paths, with views of the Ohio River and the Blue Bridge.

  3. 03

    Moonlite Bar-B-Q Inn

    A local landmark since the 1960s, Moonlite serves Owensboro’s signature barbecued mutton, burgoo and Southern sides on a large buffet.

  4. 04

    Western Kentucky Botanical Garden

    The garden’s grounds include roses, daylilies, a Japanese garden, butterfly gardens and seasonal displays, with plant sales, concerts and other events throughout the warmer months.

  5. 05

    Owensboro Museum of Fine Art

    The museum’s collections include American, European and Kentucky art, with a historic mansion and a notable collection of stained glass.

  6. 06

    Green River Distilling Co.

    This revived distillery on the site of a historic Owensboro plant offers tours of its bourbon production and aging warehouses.

Explore Owensboro charter

Questions

Winchester to Owensboro flights

How long is a private flight from Winchester to Owensboro?

About 2 hr 55 min in a Cirrus SR20, for 498 miles direct. Driving the same trip takes about 11 hours.

Which airports do flights from Winchester to Owensboro 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 Owensboro Daviess County Airport (OWB), Evansville Regional Airport (EVV), or Ohio County Airport (KJQD). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Winchester to Owensboro 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 Owensboro?

Yes. Choose round trip when you search, and pick your return date and time. Flights from Owensboro back to Winchester are priced the same way.

Return flight

Owensboro to Winchester

More flights from Winchester

More flights to Owensboro

Explore Winchester private charter and Owensboro private charter, airports and things to do. Arriving at Owensboro Daviess County Airport (OWB).

Winchester to Owensboro, on your schedule

Choose your departure time and see an instant price for the whole airplane. Bring up to 5 passengers for the same price.

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