How far is Winchester, WI from Wauwatosa, WI?

The driving distance from Winchester, WI to Wauwatosa, WI is about 95.2 miles (153.2 km), with a travel time of about 01h 30m by car.

  • The straight-line flight distance is about 85.9 miles (138.3 km).
  • For a round trip, plan for roughly 03h 01m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 8:00 AM to 10:00 AM CDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
95.17 mi
01h 30m
Flight
85.93 mi
138.29 km direct

This route works well as a day trip with time at the destination.

Learn Distance

Choose another destination from Winchester.

Flight Distance

Direct air line
85.93 mi
Kilometers
138.29 km
Flight Time
00h 10m

Driving Distance

Road route
95.17 mi
Kilometers
153.16 km
Drive Time
01h 30m

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 30m.

Arrival Snapshot
Arrive in Wauwatosa
Sat, May 16, 12:16 PM CDT
Return by in Winchester
Sat, May 16, 1:46 PM CDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Winchester
2026-05-16T10:45
Arrive Wauwatosa
Sat, May 16, 12:16 PM CDT
Route Timing
01h 30m
One way by road
Best Departure Window
8:00 AM to 10:00 AM CDT
Aim for a morning departure
Arrive between
9:31 AM to 11:31 AM CDT

A morning start gives you useful time at the destination and keeps the return out of the late evening.

Leave by
3:28 PM CDT
Keeps a same-day return open with about 03h 00m at the destination.
Back in Winchester
9:30 PM CDT
Morning start is best

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.

Mid-route stop
Lomira
WI

Village in Dodge County, Wisconsin

From Winchester
47.6 mi
00h 45m
To Wauwatosa
47.6 mi
00h 45m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
81°F
Saturday

Mostly Sunny

Starts
Sat, May 16 6:00 AM CDT
Wind
7 to 14 mph W
Destination
84°F
Saturday

Chance Showers And Thunderstorms

Starts
Sat, May 16 6:00 AM CDT
Wind
5 mph SW

Driving Route Map

The map below follows the saved road route between Winchester and Wauwatosa.

Turn-by-Turn Driving Directions

Step-by-step road directions between Winchester and Wauwatosa.

  1. 1

    Start on Steeple Hill Drive

    12 m · 7 sec · Steeple Hill Drive

  2. 2

    Turn left onto County Road II

    1.1 km · 2 min · County Road II

  3. 3

    Turn left

    1951 ft · 50 sec

  4. 4

    Merge slight left

    11 mi · 13 min

  5. 5

    Take the exit slight left toward I 41 South: Milwaukee

    1.1 mi · 1 min

  6. 6

    Merge slight left

    79.5 mi · 1 hr 28 min

  7. 7

    Take the exit slight right toward Watertown Plank Road

    1234 ft · 30 sec

  8. 8

    Keep slight left to continue on Watertown Plank Road East

    2865 ft · 1 min

  9. 9

    Turn straight onto West Watertown Plank Road

    1.1 mi · 3 min · West Watertown Plank Road

  10. 10

    Continue on Harwood Avenue

    1576 ft · 52 sec · Harwood Avenue

  11. 11

    Turn left onto Harmonee Avenue

    822 ft · 32 sec · Harmonee Avenue

  12. 12

    Turn right onto West Menomonee River Parkway

    152 m · 21 sec · West Menomonee River Parkway

  13. 13

    Arrive at your destination

    0 m · 1 sec · West State Street

Car Route Details

A richer read on the saved driving route between Winchester and Wauwatosa.

OSRM road route
Drive Character

Highway-focused drive

Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.

Directions
13 steps
5 turns on the saved route
Ramps & Exits
4
2 merges, 2 ramps or exits
Navigation Density
13.7 / 100 mi
Decision points by distance
Main Roads
I 41 South
80.7 mi · 85%
County Road II
11.7 mi · 12%
West Watertown Plank Road
1.11 mi · 1%
Watertown Plank Road East
0.54 mi · 1%
Harwood Avenue
0.3 mi
Watertown Plank Road
0.23 mi
Longest Stretch

I 41 South

Merge slight left

79.5 mi · 01h 28m

Route Summary

A quick read on whether this route feels easy, ambitious, or worth planning around.

Trip Read

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.

Drive Time
01h 30m
Day trip friendly
Same-Day Return
03h 02m
Round-trip wheel time
Road vs Air
+9.3 mi
85.9 mi direct line
Halfway Stop
Lomira
00h 45m from Winchester
Leave By
3:28 PM CDT
Morning start is best
Weather Watch

Mostly Sunny leaving Winchester and Chance Showers And Thunderstorms near Wauwatosa.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Winchester to Wauwatosa?

The road trip is about 95.2 miles (153.2 km) and usually takes 01h 30m 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?

Lomira is a useful midpoint, sitting about 47.6 miles from Winchester and 47.6 miles from Wauwatosa.

How much longer is the road route than the straight-line distance?

The direct path is about 85.9 miles (138.3 km), while the road route adds roughly 9.3 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 3:28 PM CDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $12.67 one way or $25.34 round trip. Estimated CO2 is about 29.9 kg one way.

What should you check before leaving?

Before you leave, expect Mostly Sunny around Winchester and Chance Showers And Thunderstorms near Wauwatosa.

Stop Ideas Near Lomira

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
Local place coverage is thin around Lomira, so nearby transit and meeting points are shown instead.
Reviewed stop coverage is still thin around this midpoint, so practical transit waypoints are shown on the right.

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Lomira.

BUS

Fond du Lac, Wisconsin

18 mi away
976 South Main St.
BUS

Waupun, WI

23 mi away
928 East Main Street
BUS

Beaver Dam, WI

34 mi away
817 Park Avenue
BUS

Oshkosh, Wisconsin

48 mi away
525 West 20th Ave.

Flight Path Map

This map shows the direct air route between Winchester and Wauwatosa. Straight-line distance: 85.93 mi (138.29 km).

Winchester

#1 Winchester

City in Vilas County, Wisconsin, United States of America

Population1,835
Coordinates44.1985900, -88.6648300
Altitude258
CountryUnited States
Wauwatosa

#2 Wauwatosa

A city in Milwaukee County, Wisconsin.

Population48,084
Coordinates43.0494600, -88.0075900
Altitude203
CountryUnited States
Start: Steeple Hill Drive (-88.664797, 44.198591)
End: West State Street (-88.007649, 43.049316)

Estimated Travel Time

Distance: 153 km by road

SpeedTime
30 mph (48.3 km/h)03h 10m
40 mph (64.37 km/h)02h 22m
50 mph (80.47 km/h)01h 54m
60 mph (96.56 km/h)01h 35m
70 mph (112.65 km/h)01h 21m
80 mph (129 km/h)01h 11m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
3.36 gal
12.71 L · about $12.67
Round trip
$25.34
6.72 gal · 25.42 L
Estimated CO2
29.9 kg one way
Round trip: 59.7 kg / 132 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.77 $12.67 $25.34
Mid-grade $4.25 $14.29 $28.58
Premium $4.65 $15.64 $31.27
Diesel $5.30 $17.82 $35.64

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 · May 16, 2026

There is no time difference between Winchester and Wauwatosa. The current time is 10:45:32.

Distance to Other Cities

Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.