How far is Chesapeake, VA from Wyndham, VA?
The driving distance from Chesapeake, VA to Wyndham, VA is about 109.1 miles (175.6 km), with a travel time of about 02h 16m by car.
- The straight-line flight distance is about 95.4 miles (153.5 km).
- For a round trip, plan for roughly 04h 32m 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 02h 16m.
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.
Town in King William County, Virginia
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 Wyndham.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chesapeake and Wyndham.
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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
20.8 mi · 23 min · Korean War Veterans Memorial Highway
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20
Take the exit slight right toward Nuckols Road North
2814 ft · 1 min
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21
Turn straight onto Nuckols Road
2 mi · 4 min · Nuckols Road
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22
Turn right onto Wyndham Park Drive
2008 ft · 51 sec · Wyndham Park Drive
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23
Turn right onto Wyndham Lake Drive
1525 ft · 40 sec · Wyndham Lake Drive
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24
Turn right onto Old Greenway Drive
40 m · 7 sec · Old Greenway Drive
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25
Turn right
125 m · 30 sec
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26
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Chesapeake and Wyndham.
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 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.
Mostly Sunny leaving Chesapeake and Mostly Sunny near Wyndham.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chesapeake to Wyndham?
The road trip is about 109.1 miles (175.6 km) and usually takes 02h 16m 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?
West Point is a useful midpoint, sitting about 54.6 miles from Chesapeake and 54.6 miles from Wyndham.
How much longer is the road route than the straight-line distance?
The direct path is about 95.4 miles (153.5 km), while the road route adds roughly 13.7 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 1:58 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $15.25 one way or $30.50 round trip. Estimated CO2 is about 34.2 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Chesapeake and Mostly Sunny near Wyndham.
Stop Ideas Near West Point
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
James City County
James City County Government Center
Legacy Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to West Point.
Williamsburg Transportation Center
Richmond Main Street Station
Richmond Staples Mill Road station
Ashland
Flight Path Map
This map shows the direct air route between Chesapeake and Wyndham. Straight-line distance: 95.41 mi (153.54 km).
#1 Chesapeake
The second most populous city in Virginia.
| Population | 247,011 |
| Coordinates | 36.8190400, -76.2749400 |
| Altitude | 3 |
| Country | United States |
#2 Wyndham
Census designated place in Virginia, USA
| Population | 9,785 |
| Coordinates | 37.6984800, -77.6124900 |
| Altitude | 76 |
| Country | United States |
End: Wyndham (-77.61249, 37.69848)
Estimated Travel Time
Distance: 176 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 38m |
| 40 mph (64.37 km/h) | 02h 43m |
| 50 mph (80.47 km/h) | 02h 10m |
| 60 mph (96.56 km/h) | 01h 49m |
| 70 mph (112.65 km/h) | 01h 33m |
| 80 mph (129 km/h) | 01h 21m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $15.25 | $30.50 |
| Mid-grade | $4.43 | $17.05 | $34.10 |
| Premium | $4.78 | $18.40 | $36.79 |
| Diesel | $5.62 | $21.65 | $43.30 |
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 Virginia · Apr 17, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.