How far is Stanley, VA from Chesapeake, VA?

The driving distance from Stanley, VA to Chesapeake, VA is about 213.2 miles (343.1 km), with a travel time of about 03h 48m by car.

  • The straight-line flight distance is about 171.9 miles (276.7 km).
  • For a round trip, plan for roughly 07h 37m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
213.19 mi
03h 48m
Flight
171.91 mi
276.66 km direct

This drive is better planned with a longer stop or an overnight stay.

Learn Distance

Choose another destination from Stanley.

Flight Distance

Direct air line
171.91 mi
Kilometers
276.66 km
Flight Time
00h 20m

Driving Distance

Road route
213.19 mi
Kilometers
343.1 km
Drive Time
03h 48m

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 48m.

Arrival Snapshot
Arrive in Chesapeake
Thu, Apr 23, 12:10 AM EDT
Return by in Stanley
Thu, Apr 23, 3:59 AM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Stanley
2026-04-22T20:22
Arrive Chesapeake
Thu, Apr 23, 12:10 AM EDT
Route Timing
03h 48m
One way by road
Best Departure Window
6:00 AM to 8:00 AM EDT
Leave early for more breathing room
Arrive between
9:49 AM to 11:49 AM EDT

An early departure helps you fit a real stop into the day without turning the return into a late-night drive.

Leave by
9:22 AM EDT
Keeps a same-day return open with about 04h 00m at the destination.
Back in Stanley
9:00 PM EDT
Early departure recommended

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.

Mid-route stop
Wyndham
VA

Census designated place in Virginia, USA

From Stanley
107.2 mi
01h 54m
To Chesapeake
106 mi
01h 54m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
72°F
Wednesday

Showers And Thunderstorms Likely

Starts
Wed, Apr 22 6:00 AM EDT
Wind
8 mph W
Destination
82°F
Wednesday

Mostly Sunny then Slight Chance Rain Showers

Starts
Wed, Apr 22 6:00 AM EDT
Wind
10 to 15 mph SW

Driving Route Map

The map below follows the saved road route between Stanley and Chesapeake.

Turn-by-Turn Driving Directions

Step-by-step road directions between Stanley and Chesapeake.

  1. 1

    Start on East Main Street

    5.1 mi · 8 min · East Main Street

  2. 2

    Continue straight

    13.9 mi · 22 min

  3. 3

    Turn left

    1391 ft · 38 sec

  4. 4

    Merge slight left onto Spotswood Trail

    13.4 mi · 17 min · Spotswood Trail

  5. 5

    Turn straight onto Stanardsville By-Pass

    2.2 mi · 3 min · Stanardsville By-Pass

  6. 6

    Continue on Spotswood Trail

    11.7 mi · 17 min · Spotswood Trail

  7. 7

    Enter the roundabout and take exit 2 toward Spotswood Trail

    51 m · 3 sec · Spotswood Trail

  8. 8

    Exit the roundabout onto Spotswood Trail

    5.4 mi · 8 min · Spotswood Trail

  9. 9

    Continue on North Main Street

    813 ft · 15 sec · North Main Street

  10. 10

    Enter the roundabout and take exit 2 toward the route

    22 m · 1 sec

  11. 11

    Exit the roundabout

    1.1 km · 1 min

  12. 12

    Turn slight right onto Martinsburg Avenue

    2056 ft · 35 sec · Martinsburg Avenue

  13. 13

    Continue on James Madison Highway

    11 mi · 16 min · James Madison Highway

  14. 14

    Take the ramp slight left

    2073 ft · 51 sec

  15. 15

    Merge slight left

    40 mi · 43 min

  16. 16

    Take the exit slight right toward I 295 North: Washington, Norfolk

    1.2 mi · 2 min

  17. 17

    Continue on Korean War Veterans Memorial Highway

    22.9 mi · 25 min · Korean War Veterans Memorial Highway

  18. 18

    Take the exit slight right toward I 64 East: Norfolk, Virginia Beach

    1.3 mi · 3 min

  19. 19

    Merge slight left

    66.8 mi · 1 hr 15 min

  20. 20

    Keep slight left to continue on Hampton Roads Beltway

    104 m · 5 sec · Hampton Roads Beltway

  21. 21

    Continue on Hampton Roads Bridge-Tunnel

    3.5 mi · 5 min · Hampton Roads Bridge-Tunnel

  22. 22

    Continue on Hampton Roads Beltway

    6.7 mi · 9 min · Hampton Roads Beltway

  23. 23

    Take the exit slight right toward VA 194 South: Chesapeake Boulevard

    1312 ft · 32 sec

  24. 24

    Turn straight onto Chesapeake Boulevard

    2.1 mi · 3 min · Chesapeake Boulevard

  25. 25

    Turn straight

    41 m · 8 sec

  26. 26

    Turn left onto Ballentine Boulevard

    1.1 mi · 2 min · Ballentine Boulevard

  27. 27

    Turn right onto East Princess Anne Road

    1.5 km · 2 min · East Princess Anne Road

  28. 28

    Turn left onto Park Avenue

    3186 ft · 1 min · Park Avenue

  29. 29

    Turn left onto East Brambleton Avenue

    1692 ft · 58 sec · East Brambleton Avenue

  30. 30

    Continue on Campostella Road

    1.1 km · 2 min · Campostella Road

  31. 31

    Turn right onto Wilson Road

    1.2 km · 1 min · Wilson Road

  32. 32

    Continue on 22nd Street

    1606 ft · 27 sec · 22nd Street

  33. 33

    Continue on Poindexter Street

    1391 ft · 29 sec · Poindexter Street

  34. 34

    Turn right onto D Street

    126 m · 18 sec · D Street

  35. 35

    Arrive at your destination

    0 m · 1 sec · D Street

Car Route Details

A richer read on the saved driving route between Stanley and Chesapeake.

OSRM road route
Drive Character

Highway-focused drive

Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.

Directions
35 steps
15 turns on the saved route
Ramps & Exits
11
3 merges, 8 ramps or exits
Navigation Density
16.4 / 100 mi
Decision points by distance
Main Roads
I 64 East
68.1 mi · 32%
James Madison Highway
51.3 mi · 24%
Spotswood Trail
30.5 mi · 14%
Korean War Veterans Memorial Highway
22.9 mi · 11%
East Main Street
19 mi · 9%
Hampton Roads Beltway
6.8 mi · 3%
Longest Stretch

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.

Trip Read

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.

Drive Time
03h 48m
Long day trip
Same-Day Return
07h 38m
Round-trip wheel time
Road vs Air
+41.3 mi
171.9 mi direct line
Halfway Stop
Wyndham
01h 54m from Stanley
Leave By
9:22 AM EDT
Early departure recommended
Weather Watch

Showers And Thunderstorms Likely leaving Stanley and Mostly Sunny then Slight Chance Rain Showers near Chesapeake.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Stanley to Chesapeake?

The road trip is about 213.2 miles (343.1 km) and usually takes 03h 48m 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 107.2 miles from Stanley and 106 miles from Chesapeake.

How much longer is the road route than the straight-line distance?

The direct path is about 171.9 miles (276.7 km), while the road route adds roughly 41.3 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 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 9:22 AM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $29.79 one way or $59.57 round trip. Estimated CO2 is about 66.8 kg one way.

What should you check before leaving?

Before you leave, expect Showers And Thunderstorms Likely around Stanley and Mostly Sunny then Slight Chance Rain Showers near Chesapeake.

Stop Ideas Near Wyndham

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
These suggestions come from reviewed places and nearby services around Wyndham and the surrounding midpoint area.
Town Hall
Food stop 9.7 mi away

Town Hall

Richmond , VA
3123 W Cary St, Richmond, VA 23221
Rating 4.9/5 13 reviews Restaurant
Old City Hall
Scenic stop 12 mi away

Old City Hall

Richmond , VA
1001 E Broad St, Richmond, VA 23219, United States
Rating 4.4/5 32 reviews Tourist attraction,Land surveyor,Historical landmark
City of Richmond Virginia (City Hall)
Meeting point 11.9 mi away

City of Richmond Virginia (City Hall)

Richmond , VA
900 E Broad St, Richmond, VA 23219
Rating 2.9/5 40 reviews City government office,Police department,Tax assessor
City Hall
Nearby stop 11.9 mi away

City Hall

Richmond , VA
900 E Broad St, Richmond, VA 23219
Rating 3.9/5 85 reviews Bike sharing station

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Wyndham.

RAIL

Ashland

13 mi away
112 North Railroad Avenue
RAIL

Richmond Staples Mill Road station

14 mi away
7519 Staples Mill Road
RAIL

Richmond Main Street Station

24 mi away
1500 East Main Street
RAIL

Petersburg station

53 mi away
3516 South Street

Flight Path Map

This map shows the direct air route between Stanley and Chesapeake. Straight-line distance: 171.91 mi (276.66 km).

Stanley

#1 Stanley

Town in Virginia

Population1,676
Coordinates38.5754000, -78.5025100
Altitude333
CountryUnited States
Chesapeake

#2 Chesapeake

The second most populous city in Virginia.

Population247,011
Coordinates36.8190400, -76.2749400
Altitude3
CountryUnited States
Start: East Main Street (-78.502546, 38.575293)
End: D Street (-76.275044, 36.81897)

Estimated Travel Time

Distance: 343 km by road

SpeedTime
30 mph (48.3 km/h)07h 06m
40 mph (64.37 km/h)05h 19m
50 mph (80.47 km/h)04h 15m
60 mph (96.56 km/h)03h 33m
70 mph (112.65 km/h)03h 02m
80 mph (129 km/h)02h 39m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
7.52 gal
28.48 L · about $29.79
Round trip
$59.57
15.04 gal · 56.96 L
Estimated CO2
66.8 kg one way
Round trip: 133.7 kg / 295 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.96 $29.79 $59.57
Mid-grade $4.43 $33.31 $66.61
Premium $4.78 $35.93 $71.86
Diesel $5.62 $42.29 $84.58

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

There is no time difference between Stanley and Chesapeake. The current time is 20:22:06.

Distance to Other Cities

Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.