How far is Winchester, KY from Owensboro, KY?
The driving distance from Winchester, KY to Owensboro, KY is about 200.3 miles (322.3 km), with a travel time of about 03h 07m by car.
- The straight-line flight distance is about 160.7 miles (258.6 km).
- For a round trip, plan for roughly 06h 15m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 03h 07m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
County seat of Hardin County, Kentucky, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Slight Chance Showers And Thunderstorms then Mostly Sunny
Sunny
Driving Route Map
The map below follows the saved road route between Winchester and Owensboro.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester and Owensboro.
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1
Start on Wall Alley
11 m · 5 sec · Wall Alley
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2
Turn right onto Boone Avenue
78 m · 9 sec · Boone Avenue
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3
Turn right onto Maple Street
832 ft · 21 sec · Maple Street
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4
Turn left onto West Lexington Avenue
2 mi · 3 min · West Lexington Avenue
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5
Turn right onto Bypass Road
1941 ft · 36 sec · Bypass Road
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6
Take the exit left
1360 ft · 33 sec
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7
Merge slight left
12.1 mi · 13 min
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8
Keep slight right to continue on I 64 West, I 75 North: Louisville, Cincinnati
2.4 mi · 4 min
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9
Take the exit slight right toward US 27, US 68: Paris, Lexington
2152 ft · 1 min
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10
Turn right onto North Broadway
1.2 mi · 2 min · North Broadway
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11
Turn right onto West New Circle Road
5.8 mi · 8 min · West New Circle Road
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12
Take the exit slight right toward US 60 West: Versailles
1848 ft · 45 sec
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13
Merge slight left onto Versailles Road
4.5 mi · 6 min · Versailles Road
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14
Continue on Lexington Road
1.3 mi · 2 min · Lexington Road
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15
Take the exit slight right toward Elizabethtown
1.1 km · 1 min
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16
Continue on Bluegrass Parkway
70.6 mi · 1 hr 16 min · Bluegrass Parkway
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17
Keep slight left
1.4 km · 2 min
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18
Merge slight left
1.2 mi · 1 min
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19
Take the exit slight right toward KY 61 South: Elizabethtown, Paducah, Western Kentucky Parkway
1079 ft · 26 sec
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20
Keep slight right to continue on US 31W: Elizabethtown, Paducah, Western Kentucky Parkway West
1286 ft · 32 sec
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21
Keep slight left to continue on Paducah, Elizabethtown
1710 ft · 42 sec
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22
Merge slight left onto Western Kentucky Parkway
59.1 mi · 1 hr 3 min · Western Kentucky Parkway
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23
Take the exit slight right toward I 165 North: Owensboro
1 km · 1 min
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24
Merge slight left
28.2 mi · 30 min
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25
Keep slight right to continue on US 60 East, US 231 North: Hawesville
1792 ft · 44 sec
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26
Merge slight left onto Wendell Ford Expressway
1.2 km · 53 sec · Wendell Ford Expressway
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27
Take the exit slight right toward KY 54
1437 ft · 42 sec
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28
Turn left onto Leitchfield Road
79 m · 6 sec · Leitchfield Road
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29
Continue on East Parrish Avenue
1.3 mi · 2 min · East Parrish Avenue
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30
Turn right onto Leitchfield Road
1.1 km · 2 min · Leitchfield Road
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31
Turn left onto East 5th Street
1.4 km · 2 min · East 5th Street
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32
Turn right onto Frederica Street
997 ft · 21 sec · Frederica Street
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33
Arrive at your destination
0 m · 1 sec · Frederica Street
Car Route Details
A richer read on the saved driving route between Winchester and Owensboro.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Bluegrass Parkway
Continue on Bluegrass Parkway
70.6 mi · 01h 16m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Slight Chance Showers And Thunderstorms then Mostly Sunny leaving Winchester and Sunny near Owensboro.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchester to Owensboro?
The road trip is about 200.3 miles (322.3 km) and usually takes 03h 07m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Elizabethtown is a useful midpoint, sitting about 98.7 miles from Winchester and 101.7 miles from Owensboro.
How much longer is the road route than the straight-line distance?
The direct path is about 160.7 miles (258.6 km), while the road route adds roughly 39.6 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 10:44 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $26.66 one way or $53.32 round trip. Estimated CO2 is about 62.8 kg one way.
Do you cross a time zone on this route?
Yes. There is about a 1 hour time difference between Winchester and Owensboro, so arrival and return times should be read in local time.
What should you check before leaving?
Before you leave, expect Slight Chance Showers And Thunderstorms then Mostly Sunny around Winchester and Sunny near Owensboro.
Stop Ideas Near Elizabethtown
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Elizabethtown.
Louisville, Kentucky
Flight Path Map
This map shows the direct air route between Winchester and Owensboro. Straight-line distance: 160.67 mi (258.58 km).
#1 Winchester
City in and the county seat of Clark County, Kentucky, United States
| Population | 18,659 |
| Coordinates | 37.9900800, -84.1796500 |
| Altitude | 303 |
| Country | United States |
#2 Owensboro
The most populous city in Daviess County, Kentucky.
| Population | 60,344 |
| Coordinates | 37.7742200, -87.1133300 |
| Altitude | 120 |
| Country | United States |
End: Frederica Street (-87.113495, 37.77421)
Estimated Travel Time
Distance: 322 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 06h 40m |
| 40 mph (64.37 km/h) | 05h 00m |
| 50 mph (80.47 km/h) | 04h 00m |
| 60 mph (96.56 km/h) | 03h 20m |
| 70 mph (112.65 km/h) | 02h 51m |
| 80 mph (129 km/h) | 02h 29m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $26.66 | $53.32 |
| Mid-grade | $4.25 | $30.07 | $60.14 |
| Premium | $4.65 | $32.90 | $65.81 |
| Diesel | $5.30 | $37.50 | $75.00 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Kentucky · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.