How far is Osceola, WI from Milwaukee, WI?
The driving distance from Osceola, WI to Milwaukee, WI is about 333.9 miles (537.3 km), with a travel time of about 05h 15m by car.
- The straight-line flight distance is about 285.2 miles (459 km).
- For a round trip, plan for roughly 10h 30m 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 05h 15m.
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.
City in Monroe County, Wisconsin, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Showers And Thunderstorms Likely
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Osceola and Milwaukee.
Turn-by-Turn Driving Directions
Step-by-step road directions between Osceola and Milwaukee.
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1
Start on 2nd Avenue
61 m · 16 sec · 2nd Avenue
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2
Turn left onto North Cascade Street
1.6 km · 2 min · North Cascade Street
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3
Continue on State Highway 35
12 mi · 17 min · State Highway 35
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4
Continue on Church Hill Road
1.3 km · 1 min · Church Hill Road
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5
Turn right onto Main Street
954 ft · 37 sec · Main Street
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6
Turn left onto County Road I
1.2 km · 2 min · County Road I
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7
Enter the roundabout and take exit 2 toward County Road I
22 m · 2 sec · County Road I
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8
Exit the roundabout onto County Road I
5.9 mi · 9 min · County Road I
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9
Turn sharp left onto County Road E
1.5 km · 1 min · County Road E
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10
Continue on County Highway E
2113 ft · 34 sec · County Highway E
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11
Continue on County Highway E
4.2 mi · 6 min · County Highway E
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12
Turn right onto 120th Street
3 mi · 5 min · 120th Street
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13
Enter the roundabout and take exit 2 toward State Highway 65
39 m · 7 sec · State Highway 65
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14
Exit the roundabout onto State Highway 65
1.6 km · 1 min · State Highway 65
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15
Enter the roundabout and take exit 2 toward State Highway 65
33 m · 6 sec · State Highway 65
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16
Exit the roundabout onto State Highway 65
1.1 mi · 2 min · State Highway 65
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17
Continue on State Highway 65
531 ft · 15 sec · State Highway 65
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18
Enter the roundabout and take exit 2 toward State Highway 65
29 m · 5 sec · State Highway 65
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19
Exit the roundabout onto State Highway 65
591 ft · 16 sec · State Highway 65
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20
Enter the roundabout and take exit 2 toward Eau Claire, Madison
89 m · 17 sec
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21
Exit the roundabout onto Eau Claire, Madison
1844 ft · 45 sec
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22
Merge slight left
228.4 mi · 4 hr 5 min
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23
Keep slight left to continue on I 94: Milwaukee
70.7 mi · 1 hr 19 min
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24
Keep slight left to continue on East-West Freeway
1.5 km · 1 min · East-West Freeway
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25
Take the exit slight left toward Jackson Street, Van Buren Street
1312 ft · 25 sec
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26
Turn slight right onto Jackson Street South
94 m · 15 sec
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27
Turn right onto East Saint Paul Avenue
671 ft · 24 sec · East Saint Paul Avenue
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28
Turn right onto North Milwaukee Street
1381 ft · 47 sec · North Milwaukee Street
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29
Arrive at your destination
0 m · 1 sec · North Milwaukee Street
Car Route Details
A richer read on the saved driving route between Osceola and Milwaukee.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
Eau Claire
Merge slight left
228 mi · 04h 05m
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 Likely leaving Osceola and Mostly Sunny near Milwaukee.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Osceola to Milwaukee?
The road trip is about 333.9 miles (537.3 km) and usually takes 05h 15m 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?
Tomah is a useful midpoint, sitting about 166.1 miles from Osceola and 167.8 miles from Milwaukee.
How much longer is the road route than the straight-line distance?
The direct path is about 285.2 miles (459 km), while the road route adds roughly 48.7 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 6:30 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $44.42 one way or $88.84 round trip. Estimated CO2 is about 104.7 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms Likely around Osceola and Mostly Sunny near Milwaukee.
Stop Ideas Near Tomah
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 Tomah.
Tomah
La Crosse
Wisconsin Rapids, WI
Wisconsin Dells
Flight Path Map
This map shows the direct air route between Osceola and Milwaukee. Straight-line distance: 285.2 mi (458.99 km).
#1 Osceola
Township in Polk County, Wisconsin
| Population | 2,892 |
| Coordinates | 45.3205200, -92.7049300 |
| Altitude | 248 |
| Country | United States |
#2 Milwaukee
The thirtieth most populous city in the United States and the center of the Milwaukee metropolitan area.
| Population | 589,067 |
| Coordinates | 43.0389000, -87.9064700 |
| Altitude | 188 |
| Country | United States |
End: North Milwaukee Street (-87.906566, 43.038895)
Estimated Travel Time
Distance: 537 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 11h 07m |
| 40 mph (64.37 km/h) | 08h 20m |
| 50 mph (80.47 km/h) | 06h 40m |
| 60 mph (96.56 km/h) | 05h 33m |
| 70 mph (112.65 km/h) | 04h 46m |
| 80 mph (129 km/h) | 04h 09m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $44.42 | $88.84 |
| Mid-grade | $4.25 | $50.10 | $100.20 |
| Premium | $4.65 | $54.82 | $109.65 |
| Diesel | $5.30 | $62.48 | $124.96 |
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 Wisconsin · 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.