How far is Winner, SD from Madison, SD?
The driving distance from Winner, SD to Madison, SD is about 189.4 miles (304.8 km), with a travel time of about 03h 06m by car.
- The straight-line flight distance is about 143.8 miles (231.5 km).
- For a round trip, plan for roughly 06h 12m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM CDT.
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 06m.
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.
Township in Aurora County, South Dakota
Route Weather Snapshot
Check the forecast at both ends before you head out.
Showers And Thunderstorms then Showers And Thunderstorms Likely
Showers And Thunderstorms Likely
Driving Route Map
The map below follows the saved road route between Winner and Madison.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winner and Madison.
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1
Start on the route
12 m · 8 sec
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2
Turn left onto West 2nd Street
3107 ft · 57 sec · West 2nd Street
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3
Turn left onto East 2nd Street
1.4 km · 1 min · East 2nd Street
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4
Continue on South Dakota Highway 44
7.1 mi · 11 min · South Dakota Highway 44
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5
Turn left onto South Dakota Highway 49
7.2 mi · 13 min · South Dakota Highway 49
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6
Continue on State Highway 49
1.3 km · 1 min · State Highway 49
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7
Continue on 324th Avenue
6.1 mi · 11 min · 324th Avenue
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8
Continue on State Highway 49
11.5 mi · 20 min · State Highway 49
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9
At the end of the road, turn left
9.8 mi · 17 min
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10
Take the ramp right
1194 ft · 29 sec
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11
Merge slight left
98.4 mi · 1 hr 32 min
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12
Take the exit slight right toward SD 25: Emery, Farmer
1688 ft · 48 sec
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13
Turn left onto SD Highway 25
23.8 mi · 28 min · SD Highway 25
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14
Turn right onto SD Highway 34
26.6 mi · 38 min · SD Highway 34
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15
Continue on Northwest 2nd Street
1.3 mi · 2 min · Northwest 2nd Street
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16
Turn right onto North Egan Avenue
117 m · 13 sec · North Egan Avenue
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17
Arrive at your destination
0 m · 1 sec · North Egan Avenue
Car Route Details
A richer read on the saved driving route between Winner and Madison.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
State Highway 49
Merge slight left
98.4 mi · 01h 32m
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.
Showers And Thunderstorms then Showers And Thunderstorms Likely leaving Winner and Showers And Thunderstorms Likely near Madison.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winner to Madison?
The road trip is about 189.4 miles (304.8 km) and usually takes 03h 06m 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?
Plankinton is a useful midpoint, sitting about 97.2 miles from Winner and 92.1 miles from Madison.
How much longer is the road route than the straight-line distance?
The direct path is about 143.8 miles (231.5 km), while the road route adds roughly 45.6 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 CDT. If you want a more comfortable same-day return, try to leave by 10:48 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $25.19 one way or $50.38 round trip. Estimated CO2 is about 59.4 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms then Showers And Thunderstorms Likely around Winner and Showers And Thunderstorms Likely near Madison.
Flight Path Map
This map shows the direct air route between Winner and Madison. Straight-line distance: 143.87 mi (231.53 km).
#1 Winner
City in and county seat of Tripp County, South Dakota, United States
| Population | 2,787 |
| Coordinates | 43.3766700, -99.8590100 |
| Altitude | 600 |
| Country | United States |
#2 Madison
City in Lake County, South Dakota, United States
| Population | 7,064 |
| Coordinates | 44.0060800, -97.1139500 |
| Altitude | 511 |
| Country | United States |
End: 1st Street Northeast (-97.113951, 44.006124)
Estimated Travel Time
Distance: 305 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 06h 18m |
| 40 mph (64.37 km/h) | 04h 44m |
| 50 mph (80.47 km/h) | 03h 47m |
| 60 mph (96.56 km/h) | 03h 09m |
| 70 mph (112.65 km/h) | 02h 42m |
| 80 mph (129 km/h) | 02h 21m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $25.19 | $50.38 |
| Mid-grade | $4.25 | $28.41 | $56.82 |
| Premium | $4.65 | $31.09 | $62.18 |
| Diesel | $5.30 | $35.43 | $70.86 |
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 South Dakota · May 17, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.