How far is Chesapeake, VA from Leesburg, VA?
The driving distance from Chesapeake, VA to Leesburg, VA is about 220.3 miles (354.5 km), with a travel time of about 03h 44m by car.
- The straight-line flight distance is about 173.5 miles (279.2 km).
- For a round trip, plan for roughly 07h 29m 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 44m.
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.
Town in Virginia, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny then Slight Chance Rain Showers
Rain Showers Likely
Driving Route Map
The map below follows the saved road route between Chesapeake and Leesburg.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chesapeake and Leesburg.
-
1
Start on D Street
126 m · 21 sec · D Street
-
2
At the end of the road, turn right onto Poindexter Street
1617 ft · 29 sec · Poindexter Street
-
3
Take the ramp straight toward I 464 North
1284 ft · 18 sec
-
4
Merge slight left
1.2 mi · 1 min
-
5
Keep slight left to continue on I 264 East: Waterside Drive, Saint Paul Boulevard, Downtown, Norfolk
1.1 km · 1 min
-
6
Keep slight left to continue on Waterside Drive, St Paul's Boulevard
1095 ft · 27 sec
-
7
Keep slight left to continue on Saint Paul's Boulevard
1575 ft · 53 sec
-
8
Turn right onto Saint Pauls Boulevard
3199 ft · 1 min · Saint Pauls Boulevard
-
9
Continue on Monticello Avenue
1.2 mi · 2 min · Monticello Avenue
-
10
Turn left onto Church Street
148 m · 14 sec · Church Street
-
11
Continue on Granby Street
4 mi · 9 min · Granby Street
-
12
Turn left onto I 64
1001 ft · 26 sec
-
13
Merge slight left onto Hampton Roads Beltway
3.8 mi · 5 min · Hampton Roads Beltway
-
14
Continue on Hampton Roads Bridge-Tunnel
3.5 mi · 5 min · Hampton Roads Bridge-Tunnel
-
15
Continue on Hampton Roads Beltway
5.9 mi · 8 min · Hampton Roads Beltway
-
16
Keep slight left
61.1 mi · 1 hr 8 min
-
17
Take the exit slight right toward I 295, US 60: Washington, Rocky Mount NC
2434 ft · 32 sec
-
18
Keep slight right to continue on I 295 North: Washington
1.3 mi · 3 min
-
19
Merge slight left onto Korean War Veterans Memorial Highway
11.9 mi · 13 min · Korean War Veterans Memorial Highway
-
20
Take the exit slight left toward I 95 North: Washington
2.4 mi · 3 min
-
21
Merge slight right
45.7 mi · 50 min
-
22
Keep slight right
1.6 mi · 2 min
-
23
Keep slight left
1 mi · 1 min
-
24
Merge slight left
35 mi · 41 min
-
25
Keep slight right to continue on Henry G. Shirley Memorial Highway
1 km · 52 sec · Henry G. Shirley Memorial Highway
-
26
Take the exit slight right toward I 495 North: Tysons Corner
1.4 mi · 2 min
-
27
Merge slight left onto Capital Beltway
1 mi · 1 min · Capital Beltway
-
28
Keep slight right to continue on Capital Beltway
9.5 mi · 12 min · Capital Beltway
-
29
Take the exit slight left toward VA 267 Toll West: Reston, Herndon, Dulles Airport
1614 ft · 39 sec
-
30
Merge slight right onto Dulles Toll Road
1.1 mi · 1 min · Dulles Toll Road
-
31
Keep slight left
1869 ft · 23 sec
-
32
Merge slight right onto Dulles Toll Road
80 m · 4 sec · Dulles Toll Road
-
33
Take the exit slight right toward VA 7: Tysons Corner, Leesburg, Leesburg Pike
1499 ft · 37 sec
-
34
Keep slight right to continue on VA 7 West: Leesburg Pike, Leesburg
702 ft · 17 sec
-
35
Merge slight left onto Leesburg Pike
18.1 mi · 27 min · Leesburg Pike
-
36
Continue on East Market Street
3 mi · 7 min · East Market Street
-
37
Arrive at your destination
0 m · 1 sec · East Market Street
Car Route Details
A richer read on the saved driving route between Chesapeake and Leesburg.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
Hampton Roads Beltway
Keep slight left
61.1 mi · 01h 08m
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 then Slight Chance Rain Showers leaving Chesapeake and Rain Showers Likely near Leesburg.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chesapeake to Leesburg?
The road trip is about 220.3 miles (354.5 km) and usually takes 03h 44m 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?
Ashland is a useful midpoint, sitting about 109.3 miles from Chesapeake and 111 miles from Leesburg.
How much longer is the road route than the straight-line distance?
The direct path is about 173.5 miles (279.2 km), while the road route adds roughly 46.8 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 9:30 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $30.78 one way or $61.55 round trip. Estimated CO2 is about 69.1 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny then Slight Chance Rain Showers around Chesapeake and Rain Showers Likely near Leesburg.
Stop Ideas Near Ashland
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 Ashland.
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 Leesburg. Straight-line distance: 173.51 mi (279.23 km).
#1 Chesapeake
The second most populous city in Virginia.
| Population | 247,011 |
| Coordinates | 36.8190400, -76.2749400 |
| Altitude | 3 |
| Country | United States |
#2 Leesburg
Historic town within and the county seat of Loudoun County, Virginia, United States
| Population | 54,488 |
| Coordinates | 39.1156600, -77.5636000 |
| Altitude | 104 |
| Country | United States |
End: East Market Street (-77.563789, 39.115244)
Estimated Travel Time
Distance: 354 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 07h 20m |
| 40 mph (64.37 km/h) | 05h 30m |
| 50 mph (80.47 km/h) | 04h 24m |
| 60 mph (96.56 km/h) | 03h 40m |
| 70 mph (112.65 km/h) | 03h 08m |
| 80 mph (129 km/h) | 02h 44m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $30.78 | $61.55 |
| Mid-grade | $4.43 | $34.41 | $68.83 |
| Premium | $4.78 | $37.13 | $74.25 |
| Diesel | $5.62 | $43.70 | $87.40 |
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.