How far is Jeffersontown, KY from Middlesboro, KY?

The driving distance from Jeffersontown, KY to Middlesboro, KY is about 195.7 miles (315 km), with a travel time of about 03h 41m by car.

  • The straight-line flight distance is about 149.3 miles (240.3 km).
  • For a round trip, plan for roughly 07h 22m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
195.7 mi
03h 41m
Flight
149.3 mi
240.27 km direct

This drive is better planned with a longer stop or an overnight stay.

Learn Distance

Choose another destination from Jeffersontown.

Flight Distance

Direct air line
149.3 mi
Kilometers
240.27 km
Flight Time
00h 18m

Driving Distance

Road route
195.7 mi
Kilometers
314.95 km
Drive Time
03h 41m

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 41m.

Arrival Snapshot
Arrive in Middlesboro
Thu, Apr 23, 11:16 AM EDT
Return by in Jeffersontown
Thu, Apr 23, 2:57 PM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Jeffersontown
2026-04-23T07:35
Arrive Middlesboro
Thu, Apr 23, 11:16 AM EDT
Route Timing
03h 41m
One way by road
Best Departure Window
6:00 AM to 8:00 AM EDT
Leave early for more breathing room
Arrive between
9:41 AM to 11:41 AM EDT

An early departure helps you fit a real stop into the day without turning the return into a late-night drive.

Leave by
9:38 AM EDT
Keeps a same-day return open with about 04h 00m at the destination.
Back in Jeffersontown
9:00 PM EDT
Early departure recommended

This departure sits inside the recommended comfort window for the route.

Halfway Point

A useful midpoint for breaks, coffee, or meeting in the middle.

Mid-route stop
Berea
KY

City in Kentucky

From Jeffersontown
97.9 mi
01h 50m
To Middlesboro
97.9 mi
01h 50m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
80°F
Thursday

Sunny

Starts
Thu, Apr 23 6:00 AM EDT
Wind
5 to 10 mph S
Destination
83°F
Thursday

Sunny

Starts
Thu, Apr 23 6:00 AM EDT
Wind
0 to 3 mph S

Driving Route Map

The map below follows the saved road route between Jeffersontown and Middlesboro.

Turn-by-Turn Driving Directions

Step-by-step road directions between Jeffersontown and Middlesboro.

  1. 1

    Start on the route

    62 m · 17 sec

  2. 2

    Turn right onto Watterson Trail

    2311 ft · 1 min · Watterson Trail

  3. 3

    Turn right onto Ruckriegel Parkway

    1078 ft · 31 sec · Ruckriegel Parkway

  4. 4

    Turn left onto Blankenbaker Access Drive

    2657 ft · 45 sec · Blankenbaker Access Drive

  5. 5

    Turn left onto Blankenbaker Parkway

    2 mi · 3 min · Blankenbaker Parkway

  6. 6

    Take the ramp slight right toward I 64 East: Lexington

    2150 ft · 53 sec

  7. 7

    Merge slight left

    88.9 mi · 1 hr 36 min

  8. 8

    Continue straight

    56.7 mi · 1 hr 1 min

  9. 9

    Take the exit slight right toward US 25, US 25E: Corbin, Barbourville

    1752 ft · 38 sec

  10. 10

    Turn left onto Corbin Bypass

    2 mi · 3 min · Corbin Bypass

  11. 11

    Continue on Cumberland Gap Parkway

    30.7 mi · 37 min · Cumberland Gap Parkway

  12. 12

    Continue on Bob Madon Bypass

    5.3 mi · 7 min · Bob Madon Bypass

  13. 13

    Continue on Wilderness Road

    5.2 mi · 6 min · Wilderness Road

  14. 14

    Continue on Pineville Road

    1.6 km · 1 min · Pineville Road

  15. 15

    Continue on 12th Street

    1.6 km · 1 min · 12th Street

  16. 16

    Turn right onto East Cumberland Avenue

    1.3 km · 2 min · East Cumberland Avenue

  17. 17

    Turn right onto 21st Street

    155 m · 28 sec · 21st Street

  18. 18

    Turn left onto Lothbury Avenue

    53 m · 8 sec · Lothbury Avenue

  19. 19

    Arrive at your destination

    0 m · 1 sec · Lothbury Avenue

Car Route Details

A richer read on the saved driving route between Jeffersontown and Middlesboro.

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
19 steps
8 turns on the saved route
Ramps & Exits
3
1 merges, 2 ramps or exits
Navigation Density
9.7 / 100 mi
Decision points by distance
Main Roads
I 64 East
146 mi · 75%
Cumberland Gap Parkway
30.7 mi · 16%
Bob Madon Bypass
5.33 mi · 3%
Wilderness Road
5.16 mi · 3%
Blankenbaker Parkway
2.04 mi · 1%
Corbin Bypass
2.03 mi · 1%
Longest Stretch

I 64 East

Merge slight left

88.9 mi · 01h 36m

Route Summary

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

Trip Read

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.

Drive Time
03h 41m
Long day trip
Same-Day Return
07h 22m
Round-trip wheel time
Road vs Air
+46.4 mi
149.3 mi direct line
Halfway Stop
Berea
01h 50m from Jeffersontown
Leave By
9:38 AM EDT
Early departure recommended
Weather Watch

Sunny leaving Jeffersontown and Sunny near Middlesboro.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Jeffersontown to Middlesboro?

The road trip is about 195.7 miles (315 km) and usually takes 03h 41m 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?

Berea is a useful midpoint, sitting about 97.9 miles from Jeffersontown and 97.9 miles from Middlesboro.

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

The direct path is about 149.3 miles (240.3 km), while the road route adds roughly 46.4 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 9:38 AM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $26.06 one way or $52.12 round trip. Estimated CO2 is about 61.4 kg one way.

What should you check before leaving?

Before you leave, expect Sunny around Jeffersontown and Sunny near Middlesboro.

Flight Path Map

This map shows the direct air route between Jeffersontown and Middlesboro. Straight-line distance: 149.3 mi (240.27 km).

Jeffersontown

#1 Jeffersontown

City in Jefferson County, Kentucky, United States of America

Population27,562
Coordinates38.1942400, -85.5644000
Altitude214
CountryUnited States
Middlesboro

#2 Middlesboro

City in Bell County, Kentucky, United States of America

Population10,730
Coordinates36.6084200, -83.7165800
Altitude348
CountryUnited States
Start: Jeffersontown (-85.5644, 38.19424)
End: Middlesboro (-83.71658, 36.60842)

Estimated Travel Time

Distance: 315 km by road

SpeedTime
30 mph (48.3 km/h)06h 31m
40 mph (64.37 km/h)04h 53m
50 mph (80.47 km/h)03h 54m
60 mph (96.56 km/h)03h 15m
70 mph (112.65 km/h)02h 47m
80 mph (129 km/h)02h 26m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
6.91 gal
26.14 L · about $26.06
Round trip
$52.12
13.82 gal · 52.28 L
Estimated CO2
61.4 kg one way
Round trip: 122.8 kg / 271 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.77 $26.06 $52.12
Mid-grade $4.25 $29.39 $58.78
Premium $4.65 $32.16 $64.32
Diesel $5.30 $36.65 $73.30

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

There is no time difference between Jeffersontown and Middlesboro. The current time is 07:35:29.

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.