How far is Big Stone Gap, VA from Chesapeake, VA?
The driving distance from Big Stone Gap, VA to Chesapeake, VA is about 432 miles (695.2 km), with a travel time of about 07h 37m by car.
- The straight-line flight distance is about 357.8 miles (575.8 km).
- For a round trip, plan for roughly 15h 15m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 7:30 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 07h 37m.
Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
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.
Independent city in Virginia, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny then Slight Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Big Stone Gap and Chesapeake.
Turn-by-Turn Driving Directions
Step-by-step road directions between Big Stone Gap and Chesapeake.
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1
Start on 4th Avenue East
1213 ft · 30 sec · 4th Avenue East
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2
Turn straight onto Powell Valley Road
1335 ft · 33 sec · Powell Valley Road
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3
Enter the roundabout and take exit 1 toward Powell Valley Road
20 m · 1 sec · Powell Valley Road
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4
Exit the roundabout onto Powell Valley Road
1740 ft · 50 sec · Powell Valley Road
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5
Turn left
1497 ft · 36 sec
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6
Merge slight left onto Orby Cantrell Highway
8.3 mi · 11 min · Orby Cantrell Highway
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7
Take the exit slight right
1131 ft · 28 sec
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8
Keep slight right
92 m · 8 sec
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9
Merge slight left onto Norton Coeburn Road
7.8 mi · 11 min · Norton Coeburn Road
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10
Continue on Bull Run Road
12.5 mi · 18 min · Bull Run Road
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11
Continue on Trail of the Lonesome Pine
111 m · 7 sec · Trail of the Lonesome Pine
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12
Continue on US Highway 58 Alternate
6.9 mi · 10 min · US Highway 58 Alternate
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13
Continue on Trail of the Lonesome Pine
7.8 mi · 11 min · Trail of the Lonesome Pine
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14
Turn right
12.7 mi · 19 min
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15
Turn left onto West Main Street
2816 ft · 1 min · West Main Street
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16
Turn right onto Preston Street Southwest
1006 ft · 33 sec · Preston Street Southwest
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17
At the end of the road, turn left onto Bradley Street Southwest
2716 ft · 1 min · Bradley Street Southwest
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18
At the end of the road, turn right onto Cummings Street
1 km · 1 min · Cummings Street
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19
Take the exit slight right
1308 ft · 32 sec
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20
Merge slight left
57.2 mi · 1 hr 1 min
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21
Continue straight
7.1 mi · 8 min
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22
Keep slight left to continue on I 81 North, US 11 North: Roanoke
139.7 mi · 2 hr 34 min
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23
Continue straight
1353 ft · 18 sec
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24
Keep slight right to continue on I 64 East: Richmond
90 mi · 1 hr 38 min
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25
Take the exit slight right toward I 295 North: Washington, Norfolk
1.2 mi · 2 min
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26
Continue on Korean War Veterans Memorial Highway
22.9 mi · 25 min · Korean War Veterans Memorial Highway
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27
Take the exit slight right toward I 64 East: Norfolk, Virginia Beach
1.3 mi · 3 min
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28
Merge slight left
66.8 mi · 1 hr 15 min
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29
Keep slight left to continue on Hampton Roads Beltway
104 m · 5 sec · Hampton Roads Beltway
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30
Continue on Hampton Roads Bridge-Tunnel
3.5 mi · 5 min · Hampton Roads Bridge-Tunnel
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31
Continue on Hampton Roads Beltway
6.7 mi · 9 min · Hampton Roads Beltway
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32
Take the exit slight right toward VA 194 South: Chesapeake Boulevard
1312 ft · 32 sec
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33
Turn straight onto Chesapeake Boulevard
2.1 mi · 3 min · Chesapeake Boulevard
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34
Turn straight
41 m · 8 sec
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35
Turn left onto Ballentine Boulevard
1.1 mi · 2 min · Ballentine Boulevard
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36
Turn right onto East Princess Anne Road
1.5 km · 2 min · East Princess Anne Road
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37
Turn left onto Park Avenue
3186 ft · 1 min · Park Avenue
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38
Turn left onto East Brambleton Avenue
1692 ft · 58 sec · East Brambleton Avenue
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39
Continue on Campostella Road
1.1 km · 2 min · Campostella Road
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40
Turn right onto Wilson Road
1.2 km · 1 min · Wilson Road
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41
Continue on 22nd Street
1606 ft · 27 sec · 22nd Street
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42
Continue on Poindexter Street
1391 ft · 29 sec · Poindexter Street
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43
Turn right onto D Street
126 m · 18 sec · D Street
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44
Arrive at your destination
0 m · 1 sec · D Street
Car Route Details
A richer read on the saved driving route between Big Stone Gap and Chesapeake.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
I 81 North
Keep slight left to continue on I 81 North, US 11 North: Roanoke
140 mi · 02h 34m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
Better with a longer stop
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
Sunny leaving Big Stone Gap and Mostly Sunny then Slight Chance Rain Showers near Chesapeake.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Big Stone Gap to Chesapeake?
The road trip is about 432 miles (695.2 km) and usually takes 07h 37m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
What is the halfway point on this route?
Buena Vista is a useful midpoint, sitting about 231.7 miles from Big Stone Gap and 200.3 miles from Chesapeake.
How much longer is the road route than the straight-line distance?
The direct path is about 357.8 miles (575.8 km), while the road route adds roughly 74.2 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 7:30 AM EDT. Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $60.37 one way or $120.73 round trip. Estimated CO2 is about 135.4 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Big Stone Gap and Mostly Sunny then Slight Chance Rain Showers near Chesapeake.
Stop Ideas Near Buena Vista
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 Buena Vista.
Kemper Street station
Clifton Forge
Staunton station
Roanoke
Flight Path Map
This map shows the direct air route between Big Stone Gap and Chesapeake. Straight-line distance: 357.8 mi (575.82 km).
#1 Big Stone Gap
Town of the United States
| Population | 5,104 |
| Coordinates | 36.8817600, -82.7471000 |
| Altitude | 468 |
| Country | United States |
#2 Chesapeake
The second most populous city in Virginia.
| Population | 247,011 |
| Coordinates | 36.8190400, -76.2749400 |
| Altitude | 3 |
| Country | United States |
End: D Street (-76.275044, 36.81897)
Estimated Travel Time
Distance: 695 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 14h 23m |
| 40 mph (64.37 km/h) | 10h 47m |
| 50 mph (80.47 km/h) | 08h 38m |
| 60 mph (96.56 km/h) | 07h 11m |
| 70 mph (112.65 km/h) | 06h 10m |
| 80 mph (129 km/h) | 05h 23m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $60.37 | $120.73 |
| Mid-grade | $4.43 | $67.50 | $135.00 |
| Premium | $4.78 | $72.82 | $145.63 |
| Diesel | $5.62 | $85.71 | $171.42 |
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 Virginia · 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.