How far is Winchester, IN from Evansville, IN?
The driving distance from Winchester, IN to Evansville, IN is about 255.8 miles (411.7 km), with a travel time of about 04h 19m by car.
- The straight-line flight distance is about 205.2 miles (330.2 km).
- For a round trip, plan for roughly 08h 39m 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 04h 19m.
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.
Human settlement in Morgan County, Indiana, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Sunny
Driving Route Map
The map below follows the saved road route between Winchester and Evansville.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester and Evansville.
-
1
Start on South Main Street
62 m · 6 sec · South Main Street
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2
Turn right onto East Washington Street
1469 ft · 42 sec · East Washington Street
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3
Turn right onto Southeast Greenville Avenue
1105 ft · 19 sec · Southeast Greenville Avenue
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4
Continue on East Greenville Avenue
2426 ft · 43 sec · East Greenville Avenue
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5
Turn right
21.1 mi · 24 min
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6
Take the exit slight right
1526 ft · 37 sec
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7
Merge slight left
60.8 mi · 1 hr 10 min
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8
Take the exit slight right toward I 465 South, I 465 North
1463 ft · 26 sec
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9
Keep slight left to continue on I 465 South
1 mi · 2 min
-
10
Merge slight left
4.4 mi · 5 min
-
11
Continue straight
8.7 mi · 10 min
-
12
Keep slight right to continue on I 69 South: Evansville
48.5 mi · 55 min
-
13
Keep slight left to continue on I 69 South: Evansville
104.3 mi · 1 hr 52 min
-
14
Take the exit slight right toward Lynch Road
2078 ft · 40 sec
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15
Turn slight right
47 m · 4 sec
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16
Turn straight onto Lynch Road
152 m · 16 sec · Lynch Road
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17
Turn left onto North Burkhardt Road
2.5 mi · 5 min · North Burkhardt Road
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18
Turn right onto East Lloyd Expressway
3.9 mi · 4 min · East Lloyd Expressway
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19
Take the exit slight right toward US 41 South
1073 ft · 37 sec
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20
Merge slight left
1374 ft · 34 sec
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21
Turn right onto East Walnut Street
1.1 km · 1 min · East Walnut Street
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22
Turn right
101 m · 26 sec
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23
At the end of the road, turn right
37 m · 9 sec
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24
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Winchester and Evansville.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 69 South
Keep slight left to continue on I 69 South: Evansville
104 mi · 01h 52m
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.
Mostly Sunny leaving Winchester and Sunny near Evansville.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchester to Evansville?
The road trip is about 255.8 miles (411.7 km) and usually takes 04h 19m 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?
Paragon is a useful midpoint, sitting about 129.2 miles from Winchester and 126.6 miles from Evansville.
How much longer is the road route than the straight-line distance?
The direct path is about 205.2 miles (330.2 km), while the road route adds roughly 50.6 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 8:20 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $34.05 one way or $68.10 round trip. Estimated CO2 is about 80.2 kg one way.
Do you cross a time zone on this route?
Yes. There is about a 1 hour time difference between Winchester and Evansville, so arrival and return times should be read in local time.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Winchester and Sunny near Evansville.
Stop Ideas Near Paragon
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 Paragon.
Indianapolis Union Station
Crawfordsville
Crawfordsville (Bus), Indiana
Lafayette station
Flight Path Map
This map shows the direct air route between Winchester and Evansville. Straight-line distance: 205.21 mi (330.25 km).
#1 Winchester
City in White River Township, Randolph County, Indiana, United States
| Population | 4,566 |
| Coordinates | 40.1719900, -84.9813500 |
| Altitude | 333 |
| Country | United States |
#2 Evansville
The second most populous city in Indiana.
| Population | 118,407 |
| Coordinates | 37.9747600, -87.5558500 |
| Altitude | 118 |
| Country | United States |
End: (-87.555857, 37.974553)
Estimated Travel Time
Distance: 412 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 08h 31m |
| 40 mph (64.37 km/h) | 06h 23m |
| 50 mph (80.47 km/h) | 05h 07m |
| 60 mph (96.56 km/h) | 04h 15m |
| 70 mph (112.65 km/h) | 03h 39m |
| 80 mph (129 km/h) | 03h 11m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $34.05 | $68.10 |
| Mid-grade | $4.25 | $38.40 | $76.81 |
| Premium | $4.65 | $42.03 | $84.05 |
| Diesel | $5.30 | $47.90 | $95.79 |
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 Indiana · May 13, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.