How far is Courtland, VA from Chesapeake, VA?
The driving distance from Courtland, VA to Chesapeake, VA is about 52.8 miles (84.9 km), with a travel time of about 00h 59m by car.
- The straight-line flight distance is about 44.5 miles (71.6 km).
- For a round trip, plan for roughly 01h 59m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
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 00h 59m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
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.
A census-designated place in Suffolk County, Virginia.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Clear
Driving Route Map
The map below follows the saved road route between Courtland and Chesapeake.
Turn-by-Turn Driving Directions
Step-by-step road directions between Courtland and Chesapeake.
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1
Start on Main Street
1.2 mi · 3 min · Main Street
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2
Continue on Jerusalem Road
1.4 km · 1 min · Jerusalem Road
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3
Enter the roundabout and take exit 1 toward Old Bridge Road
14 m · 1 sec · Old Bridge Road
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4
Exit the roundabout onto Old Bridge Road
1322 ft · 24 sec · Old Bridge Road
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5
Enter the roundabout and take exit 1 toward the route
19 m · 1 sec
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6
Exit the roundabout
1125 ft · 31 sec
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7
Merge slight left onto Southampton Parkway
37.2 mi · 50 min · Southampton Parkway
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8
Continue on West Military Highway
1.7 mi · 2 min · West Military Highway
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9
Take the exit slight right toward I 264 East, I 64, US 13 North: Portsmouth, Norfolk, Va Beach
1.2 km · 2 min
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10
Keep slight left to continue on I 264 East, I 64, US 13 North: Portsmouth, Norfolk, Va Beach
2322 ft · 57 sec
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11
Merge slight left onto Hampton Roads Beltway
3026 ft · 43 sec · Hampton Roads Beltway
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12
Take the exit slight left toward I 264 East: Portsmouth, Norfolk
1.2 km · 1 min
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13
Continue straight
3.7 mi · 5 min
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14
Take the exit slight right toward VA 164 West, US 17: Martin Luther King Jr Expressway, Norfolk, Frederick Boulevard
920 ft · 23 sec
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15
Keep slight right to continue on US 17: Frederick Boulevard
1070 ft · 28 sec
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16
Turn right onto Frederick Boulevard
1.2 mi · 2 min · Frederick Boulevard
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17
At the end of the road, turn left onto George Washington Highway
1964 ft · 50 sec · George Washington Highway
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18
Turn right onto Elm Avenue
1.3 km · 1 min · Elm Avenue
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19
Continue on South Norfolk Jordan Bridge
1.1 mi · 2 min · South Norfolk Jordan Bridge
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20
Turn straight onto Poindexter Street
1.1 km · 1 min · Poindexter Street
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21
Turn left onto D Street
126 m · 18 sec · D Street
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22
Arrive at your destination
0 m · 1 sec · D Street
Car Route Details
A richer read on the saved driving route between Courtland and Chesapeake.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Southampton Parkway
Merge slight left onto Southampton Parkway
37.2 mi · 00h 50m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Sunny leaving Courtland and Mostly Clear near Chesapeake.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Courtland to Chesapeake?
The road trip is about 52.8 miles (84.9 km) and usually takes 00h 59m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
South Suffolk is a useful midpoint, sitting about 26.1 miles from Courtland and 26.6 miles from Chesapeake.
How much longer is the road route than the straight-line distance?
The direct path is about 44.5 miles (71.6 km), while the road route adds roughly 8.3 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 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 4:30 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.37 one way or $14.73 round trip. Estimated CO2 is about 16.5 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Courtland and Mostly Clear near Chesapeake.
Stop Ideas Near South Suffolk
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Suffolk City Social Services
Suffolk City Hall
Franklin Utilities
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to South Suffolk.
Norfolk
Newport News station
Virginia Beach, Virginia
Williamsburg Transportation Center
Flight Path Map
This map shows the direct air route between Courtland and Chesapeake. Straight-line distance: 44.47 mi (71.56 km).
#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: 85 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 45m |
| 40 mph (64.37 km/h) | 01h 19m |
| 50 mph (80.47 km/h) | 01h 03m |
| 60 mph (96.56 km/h) | 00h 52m |
| 70 mph (112.65 km/h) | 00h 45m |
| 80 mph (129 km/h) | 00h 39m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $7.37 | $14.73 |
| Mid-grade | $4.43 | $8.24 | $16.48 |
| Premium | $4.78 | $8.89 | $17.77 |
| Diesel | $5.62 | $10.46 | $20.92 |
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 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.