How far is Southaven, MS from Winona, MS?
The driving distance from Southaven, MS to Winona, MS is about 109.5 miles (176.3 km), with a travel time of about 02h 02m by car.
- The straight-line flight distance is about 105.4 miles (169.6 km).
- For a round trip, plan for roughly 04h 04m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM CDT.
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 02h 02m.
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.
Village in Panola County, Mississippi, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Driving Route Map
The map below follows the saved road route between Southaven and Winona.
Turn-by-Turn Driving Directions
Step-by-step road directions between Southaven and Winona.
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1
Start on Five Oaks Drive West
653 ft · 31 sec · Five Oaks Drive West
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2
Turn right onto Haleville Drive
1097 ft · 54 sec · Haleville Drive
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3
At the end of the road, turn left onto Millbranch Road
1307 ft · 39 sec · Millbranch Road
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4
Turn right onto Stateline Road West
1360 ft · 29 sec · Stateline Road West
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5
Take the ramp slight right
2426 ft · 59 sec
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6
Merge slight left
105.4 mi · 1 hr 53 min
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7
Take the exit slight right
1228 ft · 30 sec
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8
Keep slight left
98 m · 8 sec
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9
Merge left
1.3 km · 1 min
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10
Turn right onto Middleton Road
1.6 km · 2 min · Middleton Road
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11
At the end of the road, turn right onto North Applegate Street
1872 ft · 38 sec · North Applegate Street
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12
Turn left onto Summit Street
2287 ft · 1 min · Summit Street
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13
Turn right onto South Vine Street
24 m · 3 sec · South Vine Street
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14
Arrive at your destination
0 m · 1 sec · South Vine Street
Car Route Details
A richer read on the saved driving route between Southaven and Winona.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
Stateline Road West
Merge slight left
105 mi · 01h 53m
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.
Sunny leaving Southaven and Sunny near Winona.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Southaven to Winona?
The road trip is about 109.5 miles (176.3 km) and usually takes 02h 02m 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?
Pope is a useful midpoint, sitting about 54.9 miles from Southaven and 54.7 miles from Winona.
How much longer is the road route than the straight-line distance?
The direct path is about 105.4 miles (169.6 km), while the road route adds roughly 4.1 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 CDT. If you want a more comfortable same-day return, try to leave by 2:26 PM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $14.62 one way or $29.24 round trip. Estimated CO2 is about 34.3 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Southaven and Sunny near Winona.
Stop Ideas Near Pope
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 Pope.
Greenwood
Central Station
Flight Path Map
This map shows the direct air route between Southaven and Winona. Straight-line distance: 105.38 mi (169.59 km).
#1 Southaven
The most populous city in DeSoto County, Mississippi.
| Population | 56,644 |
| Coordinates | 34.9889800, -90.0125900 |
| Altitude | 95 |
| Country | United States |
#2 Winona
City in Mississippi, United States
| Population | 3,830 |
| Coordinates | 33.4820700, -89.7281400 |
| Altitude | 116 |
| Country | United States |
End: Winona (-89.72814, 33.48207)
Estimated Travel Time
Distance: 176 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 38m |
| 40 mph (64.37 km/h) | 02h 44m |
| 50 mph (80.47 km/h) | 02h 11m |
| 60 mph (96.56 km/h) | 01h 49m |
| 70 mph (112.65 km/h) | 01h 33m |
| 80 mph (129 km/h) | 01h 21m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.79 | $14.62 | $29.24 |
| Mid-grade | $4.26 | $16.44 | $32.88 |
| Premium | $4.63 | $17.85 | $35.71 |
| Diesel | $5.42 | $20.90 | $41.80 |
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 Mississippi · May 14, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.