How far is Medford, OR from Milwaukie, OR?
The driving distance from Medford, OR to Milwaukie, OR is about 277.1 miles (445.9 km), with a travel time of about 05h 30m by car.
- The straight-line flight distance is about 215.9 miles (347.4 km).
- For a round trip, plan for roughly 11h 01m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM PDT.
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 30m.
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 Oregon, USA
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 Medford and Milwaukie.
Turn-by-Turn Driving Directions
Step-by-step road directions between Medford and Milwaukie.
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1
Start on North Fir Street
580 ft · 18 sec · North Fir Street
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2
Turn right onto West 4th Street
1449 ft · 39 sec · West 4th Street
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3
Turn left onto North Riverside Avenue
1.1 mi · 3 min · North Riverside Avenue
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4
Turn slight right onto Riverside Avenute Connection #1
582 ft · 23 sec · Riverside Avenute Connection #1
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5
Turn straight onto Crater Lake Highway
2240 ft · 1 min · Crater Lake Highway
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6
Take the exit left
957 ft · 23 sec
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7
Merge slight left
257.6 mi · 5 hr
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8
Take the exit slight right toward I 205 North: Oregon City
1.2 km · 53 sec
-
9
Continue straight
12 mi · 15 min
-
10
Take the exit slight right toward OR 213 North, OR 224: 82nd Avenue, Milwaukie
2886 ft · 1 min
-
11
Take the ramp slight right toward OR 224: Estacada, Milwaukie
991 ft · 27 sec
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12
Turn right
55 m · 7 sec
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13
Merge slight left onto Sunrise Expressway
560 ft · 12 sec · Sunrise Expressway
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14
Continue on Milwaukie Expressway
3.3 mi · 6 min · Milwaukie Expressway
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15
Turn left onto Southeast Harrison Street
1809 ft · 1 min · Southeast Harrison Street
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16
Arrive at your destination
0 m · 1 sec · Southeast Harrison Street
Car Route Details
A richer read on the saved driving route between Medford and Milwaukie.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Crater Lake Highway
Merge slight left
258 mi · 05h 00m
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.
Sunny leaving Medford and Sunny near Milwaukie.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Medford to Milwaukie?
The road trip is about 277.1 miles (445.9 km) and usually takes 05h 30m 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?
Cottage Grove is a useful midpoint, sitting about 138.5 miles from Medford and 138.6 miles from Milwaukie.
How much longer is the road route than the straight-line distance?
The direct path is about 215.9 miles (347.4 km), while the road route adds roughly 61.2 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 PDT. If you want a more comfortable same-day return, try to leave by 5:58 AM PDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $48.42 one way or $96.84 round trip. Estimated CO2 is about 86.9 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Medford and Sunny near Milwaukie.
Stop Ideas Near Cottage Grove
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 Cottage Grove.
University of Oregon
Eugene, OR
Eugene–Springfield
Reedsport, Oregon
Flight Path Map
This map shows the direct air route between Medford and Milwaukie. Straight-line distance: 215.87 mi (347.41 km).
#1 Medford
The most populous city in Jackson County, Oregon.
| Population | 83,412 |
| Coordinates | 42.3265200, -122.8755900 |
| Altitude | 421 |
| Country | United States |
#2 Milwaukie
City in Oregon, United State
| Population | 21,046 |
| Coordinates | 45.4462300, -122.6392600 |
| Altitude | 14 |
| Country | United States |
End: Milwaukie (-122.63926, 45.44623)
Estimated Travel Time
Distance: 446 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 09h 13m |
| 40 mph (64.37 km/h) | 06h 55m |
| 50 mph (80.47 km/h) | 05h 32m |
| 60 mph (96.56 km/h) | 04h 37m |
| 70 mph (112.65 km/h) | 03h 57m |
| 80 mph (129 km/h) | 03h 27m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.95 | $48.42 | $96.84 |
| Mid-grade | $5.34 | $52.21 | $104.41 |
| Premium | $5.57 | $54.44 | $108.87 |
| Diesel | $6.37 | $62.26 | $124.52 |
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 Oregon · Jun 01, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.