How far is Middlesboro, KY from Ironville, KY?
The driving distance from Middlesboro, KY to Ironville, KY is about 208.3 miles (335.2 km), with a travel time of about 03h 50m by car.
- The straight-line flight distance is about 139.5 miles (224.5 km).
- For a round trip, plan for roughly 07h 41m 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 50m.
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
Route Weather Snapshot
Check the forecast at both ends before you head out.
Driving Route Map
The map below follows the saved road route between Middlesboro and Ironville.
Turn-by-Turn Driving Directions
Step-by-step road directions between Middlesboro and Ironville.
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1
Start on Lothbury Avenue
53 m · 10 sec · Lothbury Avenue
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2
Turn right onto 21st Street
155 m · 30 sec · 21st Street
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3
Turn left onto West Cumberland Avenue
1.3 km · 2 min · West Cumberland Avenue
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4
Turn left onto 12th Street
1.6 km · 1 min · 12th Street
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5
Continue on Pineville Road
1.6 km · 1 min · Pineville Road
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6
Continue on Wilderness Road
9.8 mi · 11 min · Wilderness Road
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7
Turn right onto Pine Street
3054 ft · 1 min · Pine Street
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8
Continue on State Highway 66
1.5 km · 2 min · State Highway 66
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9
Turn right onto Stoney Fork Road
12.6 mi · 22 min · Stoney Fork Road
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10
Continue on Straight Creek Road
1.8 mi · 3 min · Straight Creek Road
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11
Turn sharp left
5.7 mi · 10 min
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12
At the end of the road, turn left onto Middle Fork Road
4.9 mi · 9 min · Middle Fork Road
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13
Continue on Middle Fork Road
5.8 mi · 10 min · Middle Fork Road
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14
At the end of the road, turn left onto Harlan Road
10.7 mi · 16 min · Harlan Road
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15
Continue on Main Street
1.2 mi · 2 min · Main Street
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16
Turn right
3.5 mi · 5 min
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17
At the end of the road, turn right onto Hal Rogers Parkway
15.1 mi · 17 min · Hal Rogers Parkway
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18
Continue straight
42.2 mi · 48 min
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19
Merge slight left onto Water Gap Road
101 m · 12 sec · Water Gap Road
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20
Take the exit left
1084 ft · 30 sec
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21
Merge slight left
67.8 mi · 1 hr 18 min
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22
Continue on Walnut Street
1.2 mi · 1 min · Walnut Street
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23
Continue on Center Street
1.3 km · 58 sec · Center Street
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24
Continue on Winchester Avenue
3.6 mi · 4 min · Winchester Avenue
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25
Turn left onto 14th Street
114 m · 16 sec · 14th Street
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26
Enter the roundabout and take exit 1 toward Winchester Avenue
4 m · 1 sec · Winchester Avenue
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27
Exit the roundabout onto Winchester Avenue
746 ft · 21 sec · Winchester Avenue
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28
Turn left onto Martin Luther King Junior Boulevard
2647 ft · 53 sec · Martin Luther King Junior Boulevard
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29
Turn slight right onto 13th Street
2.1 mi · 3 min · 13th Street
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30
Turn right onto Winslow Road
1666 ft · 53 sec · Winslow Road
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31
At the end of the road, turn left onto Roberts Drive
2819 ft · 1 min · Roberts Drive
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32
Keep slight right to continue on West Donta Road
3126 ft · 1 min · West Donta Road
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33
Turn right onto Pine Street
48 m · 9 sec · Pine Street
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34
Turn right onto Brett Street
160 m · 23 sec · Brett Street
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35
Continue on Tiffany Drive
116 m · 17 sec · Tiffany Drive
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36
Arrive at your destination
0 m · 1 sec · Tiffany Drive
Car Route Details
A richer read on the saved driving route between Middlesboro and Ironville.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
Water Gap Road
Merge slight left
67.8 mi · 01h 18m
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 Middlesboro and Sunny near Ironville.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Middlesboro to Ironville?
The road trip is about 208.3 miles (335.2 km) and usually takes 03h 50m 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?
Wayland is a useful midpoint, sitting about 97.9 miles from Middlesboro and 110.4 miles from Ironville.
How much longer is the road route than the straight-line distance?
The direct path is about 139.5 miles (224.5 km), while the road route adds roughly 68.8 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 9:18 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $27.72 one way or $55.43 round trip. Estimated CO2 is about 65.3 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Middlesboro and Sunny near Ironville.
Stop Ideas Near Wayland
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 Wayland.
Huntington
Ashland Transportation Center
Flight Path Map
This map shows the direct air route between Middlesboro and Ironville. Straight-line distance: 139.47 mi (224.46 km).
#1 Middlesboro
City in Bell County, Kentucky, United States of America
| Population | 10,730 |
| Coordinates | 36.6084200, -83.7165800 |
| Altitude | 348 |
| Country | United States |
#2 Ironville
A city located in Lawrence County, Kentucky.
| Population | 288,649 |
| Coordinates | 38.4564700, -82.6923800 |
| Altitude | 219 |
| Country | United States |
End: Tiffany Drive (-82.692391, 38.456469)
Estimated Travel Time
Distance: 335 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 06h 56m |
| 40 mph (64.37 km/h) | 05h 12m |
| 50 mph (80.47 km/h) | 04h 09m |
| 60 mph (96.56 km/h) | 03h 28m |
| 70 mph (112.65 km/h) | 02h 58m |
| 80 mph (129 km/h) | 02h 35m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $27.72 | $55.43 |
| Mid-grade | $4.25 | $31.26 | $62.52 |
| Premium | $4.65 | $34.21 | $68.41 |
| Diesel | $5.30 | $38.98 | $77.97 |
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 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.