How far is Greenwood, IN from Winchester, IN?
The driving distance from Greenwood, IN to Winchester, IN is about 99.1 miles (159.5 km), with a travel time of about 01h 59m by car.
- The straight-line flight distance is about 71 miles (114.3 km).
- For a round trip, plan for roughly 03h 59m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
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 01h 59m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
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.
Township in Henry County, Indiana
Route Weather Snapshot
Check the forecast at both ends before you head out.
Isolated Showers And Thunderstorms then Chance Showers And Thunderstorms
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Greenwood and Winchester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Greenwood and Winchester.
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1
Start on Main Street West
29 m · 7 sec · Main Street West
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2
Turn left onto South Meridian Street
1.5 mi · 3 min · South Meridian Street
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3
Turn right onto East County Line Road South
1.3 mi · 2 min · East County Line Road South
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4
Turn left onto South Emerson Avenue
4.5 mi · 7 min · South Emerson Avenue
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5
Take the ramp straight
2399 ft · 59 sec
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6
Merge slight left
2.3 mi · 3 min
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7
Continue straight
4.9 mi · 6 min
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8
Take the exit slight right toward I 70 East: Dayton
1.3 km · 2 min
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9
Merge slight left onto Dwight D Eisenhower Highway
60.8 mi · 1 hr 10 min · Dwight D Eisenhower Highway
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10
Take the exit slight right toward US 27: Chester Boulevard
1825 ft · 31 sec
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11
Keep slight left to continue on US 27: Chester Boulevard
124 m · 11 sec
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12
Merge slight right onto Chester Boulevard
5.4 mi · 6 min · Chester Boulevard
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13
Continue on Chester Blvd
1.2 km · 53 sec · Chester Blvd
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14
Continue on Cross Street
6 mi · 7 min · Cross Street
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15
Continue on South Main Street
9.1 mi · 10 min · South Main Street
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16
Turn left onto East Greenville Avenue
2426 ft · 41 sec · East Greenville Avenue
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17
Continue on Southeast Greenville Avenue
1105 ft · 20 sec · Southeast Greenville Avenue
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18
Turn left onto East Washington Street
1469 ft · 47 sec · East Washington Street
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19
Turn left onto South Main Street
62 m · 4 sec · South Main Street
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20
Arrive at your destination
0 m · 1 sec · South Main Street
Car Route Details
A richer read on the saved driving route between Greenwood and Winchester.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Dwight D Eisenhower Highway
Merge slight left onto Dwight D Eisenhower Highway
60.8 mi · 01h 10m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Isolated Showers And Thunderstorms then Chance Showers And Thunderstorms leaving Greenwood and Mostly Sunny near Winchester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Greenwood to Winchester?
The road trip is about 99.1 miles (159.5 km) and usually takes 01h 59m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Spiceland is a useful midpoint, sitting about 49.5 miles from Greenwood and 49.6 miles from Winchester.
How much longer is the road route than the straight-line distance?
The direct path is about 71 miles (114.3 km), while the road route adds roughly 28.1 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 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 2:30 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $13.20 one way or $26.40 round trip. Estimated CO2 is about 31.1 kg one way.
What should you check before leaving?
Before you leave, expect Isolated Showers And Thunderstorms then Chance Showers And Thunderstorms around Greenwood and Mostly Sunny near Winchester.
Stop Ideas Near Spiceland
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 Spiceland.
Connersville station
Indianapolis Union Station
Cincinnati Museum Center at Union Terminal
Cincinnati, OH
Flight Path Map
This map shows the direct air route between Greenwood and Winchester. Straight-line distance: 71.04 mi (114.33 km).
#1 Greenwood
The most populous city in Johnson County, Indiana.
| Population | 60,279 |
| Coordinates | 39.6136600, -86.1066500 |
| Altitude | 245 |
| Country | United States |
#2 Winchester
City in White River Township, Randolph County, Indiana, United States
| Population | 4,566 |
| Coordinates | 40.1719900, -84.9813500 |
| Altitude | 333 |
| Country | United States |
End: Winchester (-84.98135, 40.17199)
Estimated Travel Time
Distance: 160 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 18m |
| 40 mph (64.37 km/h) | 02h 28m |
| 50 mph (80.47 km/h) | 01h 58m |
| 60 mph (96.56 km/h) | 01h 39m |
| 70 mph (112.65 km/h) | 01h 24m |
| 80 mph (129 km/h) | 01h 14m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $13.20 | $26.40 |
| Mid-grade | $4.25 | $14.89 | $29.77 |
| Premium | $4.65 | $16.29 | $32.58 |
| Diesel | $5.30 | $18.56 | $37.13 |
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.