How far is Oregon, KY from Cumberland, KY?
The driving distance from Oregon, KY to Cumberland, KY is about 175.4 miles (282.2 km), with a travel time of about 03h 29m by car.
- The straight-line flight distance is about 119.6 miles (192.4 km).
- For a round trip, plan for roughly 06h 59m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
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 03h 29m.
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 Kentucky, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Showers And Thunderstorms Likely
Chance Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Oregon and Cumberland.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oregon and Cumberland.
-
1
Start on Oregon Road
2.1 mi · 8 min · Oregon Road
-
2
At the end of the road, turn left onto Louisville Road
8.4 mi · 10 min · Louisville Road
-
3
Turn left
4.5 mi · 5 min
-
4
At the end of the road, turn left onto Danville Road
2.5 mi · 3 min · Danville Road
-
5
Continue on Harrodsburg Road
2.3 mi · 3 min · Harrodsburg Road
-
6
Continue on North Danville Byp
2.1 mi · 2 min · North Danville Byp
-
7
Continue on South Danville Bypass
5.5 mi · 7 min · South Danville Bypass
-
8
Continue on Stanford Road
2 mi · 2 min · Stanford Road
-
9
Continue on Danville Road
29 mi · 34 min · Danville Road
-
10
Continue on South Daniel Boone Trail
2 mi · 3 min · South Daniel Boone Trail
-
11
Take the ramp slight right
1159 ft · 28 sec
-
12
Merge slight left
29.6 mi · 32 min
-
13
Take the exit slight right toward US 25, US 25E: Corbin, Barbourville
1752 ft · 38 sec
-
14
Turn left onto Corbin Bypass
2 mi · 3 min · Corbin Bypass
-
15
Continue on Cumberland Gap Parkway
30.7 mi · 37 min · Cumberland Gap Parkway
-
16
Continue on Bob Madon Bypass
1.8 mi · 3 min · Bob Madon Bypass
-
17
Turn left onto Harlan Road
15.9 mi · 18 min · Harlan Road
-
18
Continue on Pineville Road
13.1 mi · 15 min · Pineville Road
-
19
At the end of the road, turn left
20.8 mi · 24 min
-
20
Turn left onto Frazier Street
153 m · 14 sec · Frazier Street
-
21
Turn right onto West Main Street
2234 ft · 46 sec · West Main Street
-
22
Turn left onto Kingdom Come Drive
27 m · 2 sec · Kingdom Come Drive
-
23
Arrive at your destination
0 m · 1 sec · Kingdom Come Drive
Car Route Details
A richer read on the saved driving route between Oregon and Cumberland.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
Cumberland Gap Parkway
Continue on Cumberland Gap Parkway
30.7 mi · 00h 37m
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 Oregon and Chance Showers And Thunderstorms near Cumberland.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oregon to Cumberland?
The road trip is about 175.4 miles (282.2 km) and usually takes 03h 29m 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?
North Corbin is a useful midpoint, sitting about 87.7 miles from Oregon and 87.7 miles from Cumberland.
How much longer is the road route than the straight-line distance?
The direct path is about 119.6 miles (192.4 km), while the road route adds roughly 55.8 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 EDT. If you want a more comfortable same-day return, try to leave by 10:00 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $23.34 one way or $46.68 round trip. Estimated CO2 is about 55 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms Likely around Oregon and Chance Showers And Thunderstorms near Cumberland.
Flight Path Map
This map shows the direct air route between Oregon and Cumberland. Straight-line distance: 119.58 mi (192.44 km).
#1 Oregon
Oregon is a place in Kentucky, United States.
| Population | 0 |
| Coordinates | 37.9123000, -84.8235600 |
| Altitude | 159 |
| Country | United States |
#2 Cumberland
City in Harlan County, Kentucky, United States
| Population | 1,854 |
| Coordinates | 36.9781500, -82.9885000 |
| Altitude | 440 |
| Country | United States |
End: Cumberland (-82.9885, 36.97815)
Estimated Travel Time
Distance: 282 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 05h 50m |
| 40 mph (64.37 km/h) | 04h 23m |
| 50 mph (80.47 km/h) | 03h 30m |
| 60 mph (96.56 km/h) | 02h 55m |
| 70 mph (112.65 km/h) | 02h 30m |
| 80 mph (129 km/h) | 02h 11m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $23.34 | $46.68 |
| Mid-grade | $4.25 | $26.33 | $52.65 |
| Premium | $4.65 | $28.81 | $57.62 |
| Diesel | $5.30 | $32.83 | $65.66 |
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 Kentucky · Apr 18, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.