How far is Bensley, VA from Chesapeake, VA?

The driving distance from Bensley, VA to Chesapeake, VA is about 103.6 miles (166.7 km), with a travel time of about 01h 44m by car.

  • The straight-line flight distance is about 77.6 miles (124.9 km).
  • For a round trip, plan for roughly 03h 28m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
103.59 mi
01h 44m
Flight
77.61 mi
124.9 km direct

This route works well as a day trip with time at the destination.

Learn Distance

Choose another destination from Bensley.

Flight Distance

Direct air line
77.61 mi
Kilometers
124.9 km
Flight Time
00h 09m

Driving Distance

Road route
103.59 mi
Kilometers
166.72 km
Drive Time
01h 44m

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 44m.

Arrival Snapshot
Arrive in Chesapeake
Sat, May 30, 12:57 PM EDT
Return by in Bensley
Sat, May 30, 2:42 PM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Bensley
2026-05-30T11:13
Arrive Chesapeake
Sat, May 30, 12:57 PM EDT
Route Timing
01h 44m
One way by road
Best Departure Window
8:00 AM to 10:00 AM EDT
Aim for a morning departure
Arrive between
9:44 AM to 11:44 AM EDT

A morning start gives you useful time at the destination and keeps the return out of the late evening.

Leave by
3:02 PM EDT
Keeps a same-day return open with about 03h 00m at the destination.
Back in Bensley
9:30 PM EDT
Morning start is best

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
Williamsburg
VA

Independent city in Virginia, United States

From Bensley
49.1 mi
00h 52m
To Chesapeake
54.6 mi
00h 52m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
77°F
Saturday

Mostly Sunny

Starts
Sat, May 30 6:00 AM EDT
Wind
2 to 12 mph N
Destination
77°F
Saturday

Mostly Sunny

Starts
Sat, May 30 6:00 AM EDT
Wind
6 to 15 mph NW

Driving Route Map

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

Turn-by-Turn Driving Directions

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

  1. 1

    Start on the route

    72 m · 18 sec

  2. 2

    Turn right

    93 m · 25 sec

  3. 3

    Turn right

    135 m · 34 sec

  4. 4

    Turn right onto Route 1

    1625 ft · 30 sec · Route 1

  5. 5

    Take the ramp slight right toward VA 150 South: Richmond International

    907 ft · 22 sec

  6. 6

    Continue on Pocahontas Parkway

    8.1 mi · 10 min · Pocahontas Parkway

  7. 7

    Keep slight left to continue on I 295 North: Washington

    2279 ft · 56 sec

  8. 8

    Continue straight

    1863 ft · 46 sec

  9. 9

    Merge slight left onto Korean War Veterans Memorial Highway

    2.1 mi · 2 min · Korean War Veterans Memorial Highway

  10. 10

    Take the exit slight right toward I 64, US 60: Norfolk, Richmond, Richmond International Airport

    1777 ft · 43 sec

  11. 11

    Keep slight left to continue on I 64, US 60 West: Norfolk, Richmond, Seven Pines

    1942 ft · 47 sec

  12. 12

    Keep slight left to continue on I 64: Richmond, Norfolk

    2052 ft · 50 sec

  13. 13

    Keep slight right to continue on I 64 East: Norfolk

    1.3 km · 2 min

  14. 14

    Merge slight left

    66.8 mi · 1 hr 15 min

  15. 15

    Keep slight left to continue on Hampton Roads Beltway

    104 m · 5 sec · Hampton Roads Beltway

  16. 16

    Continue on Hampton Roads Bridge-Tunnel

    3.5 mi · 5 min · Hampton Roads Bridge-Tunnel

  17. 17

    Continue on Hampton Roads Beltway

    6.7 mi · 9 min · Hampton Roads Beltway

  18. 18

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

    1312 ft · 32 sec

  19. 19

    Turn straight onto Chesapeake Boulevard

    2.1 mi · 3 min · Chesapeake Boulevard

  20. 20

    Turn straight

    41 m · 8 sec

  21. 21

    Turn left onto Ballentine Boulevard

    1.1 mi · 2 min · Ballentine Boulevard

  22. 22

    Turn right onto East Princess Anne Road

    1.5 km · 2 min · East Princess Anne Road

  23. 23

    Turn left onto Park Avenue

    3186 ft · 1 min · Park Avenue

  24. 24

    Turn left onto East Brambleton Avenue

    1692 ft · 58 sec · East Brambleton Avenue

  25. 25

    Continue on Campostella Road

    1.1 km · 2 min · Campostella Road

  26. 26

    Turn right onto Wilson Road

    1.2 km · 1 min · Wilson Road

  27. 27

    Continue on 22nd Street

    1606 ft · 27 sec · 22nd Street

  28. 28

    Continue on Poindexter Street

    1391 ft · 29 sec · Poindexter Street

  29. 29

    Turn right onto D Street

    126 m · 18 sec · D Street

  30. 30

    Arrive at your destination

    0 m · 1 sec · D Street

Car Route Details

A richer read on the saved driving route between Bensley 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
30 steps
11 turns on the saved route
Ramps & Exits
5
2 merges, 3 ramps or exits
Navigation Density
29 / 100 mi
Decision points by distance
Main Roads
I 64 East
67.7 mi · 65%
Pocahontas Parkway
8.11 mi · 8%
Hampton Roads Beltway
6.8 mi · 7%
Hampton Roads Bridge-Tunnel
3.5 mi · 3%
Korean War Veterans Memorial Highway
2.15 mi · 2%
Chesapeake Boulevard
2.11 mi · 2%
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 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.

Drive Time
01h 44m
Day trip friendly
Same-Day Return
03h 28m
Round-trip wheel time
Road vs Air
+26 mi
77.6 mi direct line
Halfway Stop
Williamsburg
00h 52m from Bensley
Leave By
3:02 PM EDT
Morning start is best
Weather Watch

Mostly Sunny leaving Bensley 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 Bensley to Chesapeake?

The road trip is about 103.6 miles (166.7 km) and usually takes 01h 44m 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 49.1 miles from Bensley and 54.6 miles from Chesapeake.

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

The direct path is about 77.6 miles (124.9 km), while the road route adds roughly 26 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 3:02 PM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $14.50 one way or $28.99 round trip. Estimated CO2 is about 32.5 kg one way.

What should you check before leaving?

Before you leave, expect Mostly Sunny around Bensley and Mostly Sunny near Chesapeake.

Stop Ideas Near Williamsburg

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 Williamsburg and the surrounding midpoint area.
Stop photo coming soon
Practical stop 2.8 mi away

James City County

Williamsburg
County government office,Service establishment
James City County Government Center
Meeting point 5.3 mi away

James City County Government Center

Williamsburg , VA
101 Mounts Bay Rd, Williamsburg, VA 23185
Rating 2.3/5 3 reviews Municipal administration office,Economic development agency,Local government office,County government office,Municipal Department Communication,Municipal Department Finance,Municipal Department of Tourism
Legacy Hall
Nearby stop 3.8 mi away

Legacy Hall

Williamsburg , VA
4301 New Town Ave, Williamsburg, VA 23188
Rating 4.5/5 37 reviews Event venue

Transit and Meeting Points

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

RAIL

Williamsburg Transportation Center

1 mi away
468 North Boundary Street
RAIL

Newport News station

36 mi away
9304 Warwick Boulevard
BUS

Norfolk

59 mi away
215 W York Street
RAIL

Petersburg station

64 mi away
3516 South Street

Flight Path Map

This map shows the direct air route between Bensley and Chesapeake. Straight-line distance: 77.61 mi (124.9 km).

Bensley

#1 Bensley

Census designated place

Population5,819
Coordinates37.4468100, -77.4433200
Altitude17
CountryUnited States
Chesapeake

#2 Chesapeake

The second most populous city in Virginia.

Population247,011
Coordinates36.8190400, -76.2749400
Altitude3
CountryUnited States
Start: (-77.443339, 37.446581)
End: D Street (-76.275044, 36.81897)

Estimated Travel Time

Distance: 167 km by road

SpeedTime
30 mph (48.3 km/h)03h 27m
40 mph (64.37 km/h)02h 35m
50 mph (80.47 km/h)02h 04m
60 mph (96.56 km/h)01h 43m
70 mph (112.65 km/h)01h 28m
80 mph (129 km/h)01h 17m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
3.66 gal
13.84 L · about $14.50
Round trip
$28.99
7.32 gal · 27.68 L
Estimated CO2
32.5 kg one way
Round trip: 65.1 kg / 144 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.96 $14.50 $28.99
Mid-grade $4.43 $16.21 $32.42
Premium $4.78 $17.49 $34.97
Diesel $5.62 $20.58 $41.17

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 · May 30, 2026

There is no time difference between Bensley and Chesapeake. The current time is 11:13:39.

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.