How far is Wyndham, VA from Chesapeake, VA?
The driving distance from Wyndham, VA to Chesapeake, VA is about 116.7 miles (187.8 km), with a travel time of about 01h 58m by car.
- The straight-line flight distance is about 95.4 miles (153.5 km).
- For a round trip, plan for roughly 03h 56m 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 01h 58m.
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.
Independent city in Virginia, United States
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 Wyndham and Chesapeake.
Turn-by-Turn Driving Directions
Step-by-step road directions between Wyndham and Chesapeake.
-
1
Start on the route
125 m · 34 sec
-
2
Turn left onto Old Greenway Drive
40 m · 11 sec · Old Greenway Drive
-
3
Turn left onto Wyndham Lake Drive
1502 ft · 37 sec · Wyndham Lake Drive
-
4
Turn left onto Wyndham Park Drive
2043 ft · 58 sec · Wyndham Park Drive
-
5
Turn left onto Nuckols Road
2.3 mi · 4 min · Nuckols Road
-
6
Take the ramp slight right toward I 295 South: Washington, Norfolk
2003 ft · 49 sec
-
7
Merge slight left onto Korean War Veterans Memorial Highway
21.9 mi · 24 min · Korean War Veterans Memorial Highway
-
8
Take the exit slight right toward I 64 East: Norfolk, Virginia Beach
1.3 mi · 3 min
-
9
Merge slight left
66.8 mi · 1 hr 15 min
-
10
Keep slight left to continue on Hampton Roads Beltway
104 m · 5 sec · Hampton Roads Beltway
-
11
Continue on Hampton Roads Bridge-Tunnel
3.5 mi · 5 min · Hampton Roads Bridge-Tunnel
-
12
Continue on Hampton Roads Beltway
6.7 mi · 9 min · Hampton Roads Beltway
-
13
Take the exit slight right toward VA 194 South: Chesapeake Boulevard
1312 ft · 32 sec
-
14
Turn straight onto Chesapeake Boulevard
2.1 mi · 3 min · Chesapeake Boulevard
-
15
Turn straight
41 m · 8 sec
-
16
Turn left onto Ballentine Boulevard
1.1 mi · 2 min · Ballentine Boulevard
-
17
Turn right onto East Princess Anne Road
1.5 km · 2 min · East Princess Anne Road
-
18
Turn left onto Park Avenue
3186 ft · 1 min · Park Avenue
-
19
Turn left onto East Brambleton Avenue
1692 ft · 58 sec · East Brambleton Avenue
-
20
Continue on Campostella Road
1.1 km · 2 min · Campostella Road
-
21
Turn right onto Wilson Road
1.2 km · 1 min · Wilson Road
-
22
Continue on 22nd Street
1606 ft · 27 sec · 22nd Street
-
23
Continue on Poindexter Street
1391 ft · 29 sec · Poindexter Street
-
24
Turn right onto D Street
126 m · 18 sec · D Street
-
25
Arrive at your destination
0 m · 1 sec · D Street
Car Route Details
A richer read on the saved driving route between Wyndham 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.
I 64 East
Merge slight left
66.8 mi · 01h 15m
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 Wyndham and Mostly Sunny near Chesapeake.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Wyndham to Chesapeake?
The road trip is about 116.7 miles (187.8 km) and usually takes 01h 58m 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?
Williamsburg is a useful midpoint, sitting about 55.6 miles from Wyndham and 61.1 miles from Chesapeake.
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 21.3 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 2:34 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $16.32 one way or $32.64 round trip. Estimated CO2 is about 36.6 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Wyndham and Mostly Sunny near Chesapeake.
Stop Ideas Near Williamsburg
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 Williamsburg.
Williamsburg Transportation Center
Newport News station
Norfolk
Petersburg station
Flight Path Map
This map shows the direct air route between Wyndham and Chesapeake. Straight-line distance: 95.41 mi (153.54 km).
#1 Wyndham
Census designated place in Virginia, USA
| Population | 9,785 |
| Coordinates | 37.6984800, -77.6124900 |
| Altitude | 76 |
| 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: 188 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 53m |
| 40 mph (64.37 km/h) | 02h 55m |
| 50 mph (80.47 km/h) | 02h 20m |
| 60 mph (96.56 km/h) | 01h 56m |
| 70 mph (112.65 km/h) | 01h 40m |
| 80 mph (129 km/h) | 01h 27m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $16.32 | $32.64 |
| Mid-grade | $4.43 | $18.25 | $36.49 |
| Premium | $4.78 | $19.69 | $39.37 |
| Diesel | $5.62 | $23.17 | $46.34 |
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.