How far is Milwaukie, OR from Medford, OR?
The driving distance from Milwaukie, OR to Medford, OR is about 277.2 miles (446.1 km), with a travel time of about 04h 38m by car.
- The straight-line flight distance is about 215.9 miles (347.4 km).
- For a round trip, plan for roughly 09h 16m 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 04h 38m.
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 Milwaukie and Medford.
Turn-by-Turn Driving Directions
Step-by-step road directions between Milwaukie and Medford.
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1
Start on Southeast Harrison Street
1809 ft · 1 min · Southeast Harrison Street
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2
Turn right onto Milwaukie Expressway
3.3 mi · 5 min · Milwaukie Expressway
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3
Take the exit right toward I 205 South, OR 213 South: Oregon City
12.8 mi · 16 min
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4
Keep slight left to continue on I 5 South: Salem
155 m · 7 sec
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5
Continue on I 5 South: Salem
1.4 km · 1 min
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6
Merge slight left onto Purple Heart Trail
257.4 mi · 5 hr 1 min · Purple Heart Trail
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7
Take the exit slight right toward OR 62: Crater Lake Highway, Medford, Klamath Falls
1743 ft · 46 sec
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8
Turn right onto Crater Lake Highway
1973 ft · 52 sec · Crater Lake Highway
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9
Turn left onto Court Street
1.2 km · 2 min · Court Street
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10
Continue on North Central Avenue
2827 ft · 1 min · North Central Avenue
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11
Turn right onto East 4th Street
673 ft · 24 sec · East 4th Street
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12
Turn left onto North Fir Street
580 ft · 16 sec · North Fir Street
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13
Arrive at your destination
0 m · 1 sec · North Fir Street
Car Route Details
A richer read on the saved driving route between Milwaukie and Medford.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
Purple Heart Trail
Merge slight left onto Purple Heart Trail
257 mi · 05h 01m
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 Milwaukie and Sunny near Medford.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Milwaukie to Medford?
The road trip is about 277.2 miles (446.1 km) and usually takes 04h 38m 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 138.4 miles from Milwaukie and 138.8 miles from Medford.
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 61.3 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 6:00 AM to 8:00 AM PDT. If you want a more comfortable same-day return, try to leave by 7:44 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 Milwaukie and Sunny near Medford.
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 Milwaukie and Medford. Straight-line distance: 215.87 mi (347.41 km).
#1 Milwaukie
City in Oregon, United State
| Population | 21,046 |
| Coordinates | 45.4462300, -122.6392600 |
| Altitude | 14 |
| Country | United States |
#2 Medford
The most populous city in Jackson County, Oregon.
| Population | 83,412 |
| Coordinates | 42.3265200, -122.8755900 |
| Altitude | 421 |
| Country | United States |
End: North Fir Street (-122.875345, 42.326645)
Estimated Travel Time
Distance: 446 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 09h 14m |
| 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 · May 31, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.