How far is Chesapeake, VA from Glasgow, VA?
The driving distance from Chesapeake, VA to Glasgow, VA is about 245.4 miles (395 km), with a travel time of about 04h 43m by car.
- The straight-line flight distance is about 183.6 miles (295.4 km).
- For a round trip, plan for roughly 09h 27m 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 04h 43m.
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.
Census designated place in Virginia, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Chesapeake and Glasgow.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chesapeake and Glasgow.
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1
Start on D Street
126 m · 21 sec · D Street
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2
At the end of the road, turn right onto Poindexter Street
1617 ft · 29 sec · Poindexter Street
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3
Take the ramp straight toward I 464 North
1284 ft · 18 sec
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4
Merge slight left
1.2 mi · 1 min
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5
Keep slight left to continue on I 264 East: Waterside Drive, Saint Paul Boulevard, Downtown, Norfolk
1.1 km · 1 min
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6
Keep slight left to continue on Waterside Drive, St Paul's Boulevard
1095 ft · 27 sec
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7
Keep slight left to continue on Saint Paul's Boulevard
1575 ft · 53 sec
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8
Turn right onto Saint Pauls Boulevard
3199 ft · 1 min · Saint Pauls Boulevard
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9
Continue on Monticello Avenue
1.2 mi · 2 min · Monticello Avenue
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10
Turn left onto Church Street
148 m · 14 sec · Church Street
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11
Continue on Granby Street
4 mi · 9 min · Granby Street
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12
Turn left onto I 64
1001 ft · 26 sec
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13
Merge slight left onto Hampton Roads Beltway
3.8 mi · 5 min · Hampton Roads Beltway
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14
Continue on Hampton Roads Bridge-Tunnel
3.5 mi · 5 min · Hampton Roads Bridge-Tunnel
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15
Continue on Hampton Roads Beltway
5.9 mi · 8 min · Hampton Roads Beltway
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16
Keep slight left
61.1 mi · 1 hr 8 min
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17
Take the exit slight right toward I 295, US 60: Washington, Rocky Mount NC
2434 ft · 32 sec
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18
Keep slight right to continue on I 295 North: Washington
1.3 mi · 3 min
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19
Merge slight left onto Korean War Veterans Memorial Highway
22.6 mi · 25 min · Korean War Veterans Memorial Highway
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20
Keep slight right to continue on I 64 West: Charlottesville
2936 ft · 55 sec
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21
Merge slight left onto I 64 West: Charlottesville
120.3 mi · 2 hr 11 min
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22
Keep slight left
2.9 mi · 3 min
-
23
Take the exit slight right toward US 60 East: Buena Vista
1617 ft · 40 sec
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24
Continue on East Midland Trail
3 mi · 3 min · East Midland Trail
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25
Continue on 29th Street
3092 ft · 40 sec · 29th Street
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26
Take the exit right
92 m · 8 sec
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27
Merge slight left onto Beech Avenue
2224 ft · 31 sec · Beech Avenue
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28
Continue on Sycamore Avenue
2.7 mi · 3 min · Sycamore Avenue
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29
Continue on Glasgow Highway
6.1 mi · 7 min · Glasgow Highway
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30
Turn right onto Rockbridge Road
2576 ft · 56 sec · Rockbridge Road
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31
Turn right onto Blue Ridge Road
1333 ft · 38 sec · Blue Ridge Road
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32
Turn right onto McCulloch Street
45 m · 9 sec · McCulloch Street
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33
Turn right
28 m · 7 sec
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34
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Chesapeake and Glasgow.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 64 West
Merge slight left onto I 64 West: Charlottesville
120 mi · 02h 11m
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.
Mostly Sunny leaving Chesapeake and Mostly Sunny near Glasgow.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chesapeake to Glasgow?
The road trip is about 245.4 miles (395 km) and usually takes 04h 43m 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?
Wyndham is a useful midpoint, sitting about 122.7 miles from Chesapeake and 122.8 miles from Glasgow.
How much longer is the road route than the straight-line distance?
The direct path is about 183.6 miles (295.4 km), while the road route adds roughly 61.8 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 7:32 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $34.30 one way or $68.60 round trip. Estimated CO2 is about 77 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Chesapeake and Mostly Sunny near Glasgow.
Stop Ideas Near Wyndham
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 Wyndham.
Ashland
Richmond Staples Mill Road station
Richmond Main Street Station
Petersburg station
Flight Path Map
This map shows the direct air route between Chesapeake and Glasgow. Straight-line distance: 183.53 mi (295.37 km).
#1 Chesapeake
The second most populous city in Virginia.
| Population | 247,011 |
| Coordinates | 36.8190400, -76.2749400 |
| Altitude | 3 |
| Country | United States |
#2 Glasgow
Town in Virginia
| Population | 1,107 |
| Coordinates | 37.6340200, -79.4503100 |
| Altitude | 225 |
| Country | United States |
End: Glasgow (-79.45031, 37.63402)
Estimated Travel Time
Distance: 395 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 08h 10m |
| 40 mph (64.37 km/h) | 06h 08m |
| 50 mph (80.47 km/h) | 04h 54m |
| 60 mph (96.56 km/h) | 04h 05m |
| 70 mph (112.65 km/h) | 03h 30m |
| 80 mph (129 km/h) | 03h 03m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $34.30 | $68.60 |
| Mid-grade | $4.43 | $38.36 | $76.71 |
| Premium | $4.78 | $41.38 | $82.75 |
| Diesel | $5.62 | $48.70 | $97.41 |
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 16, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.