How far is Chesapeake, VA from Bensley, VA?

The driving distance from Chesapeake, VA to Bensley, VA is about 97.1 miles (156.2 km), with a travel time of about 02h 03m by car.

  • The straight-line flight distance is about 77.6 miles (124.9 km).
  • For a round trip, plan for roughly 04h 07m 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
97.06 mi
02h 03m
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 Chesapeake.

Flight Distance

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

Driving Distance

Road route
97.06 mi
Kilometers
156.2 km
Drive Time
02h 03m

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 03m.

Arrival Snapshot
Arrive in Bensley
Sat, May 30, 2:21 PM EDT
Return by in Chesapeake
Sat, May 30, 4:25 PM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Chesapeake
2026-05-30T12:17
Arrive Bensley
Sat, May 30, 2:21 PM EDT
Route Timing
02h 03m
One way by road
Best Departure Window
8:00 AM to 10:00 AM EDT
Aim for a morning departure
Arrive between
10:04 AM to 12:04 PM EDT

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

Leave by
2:22 PM EDT
Keeps a same-day return open with about 03h 00m at the destination.
Back in Chesapeake
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 Chesapeake
48.5 mi
01h 01m
To Bensley
48.5 mi
01h 01m

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
6 to 15 mph NW
Destination
77°F
Saturday

Mostly Sunny

Starts
Sat, May 30 6:00 AM EDT
Wind
2 to 12 mph N

Driving Route Map

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

Turn-by-Turn Driving Directions

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

  1. 1

    Start on D Street

    126 m · 21 sec · D Street

  2. 2

    At the end of the road, turn right onto Poindexter Street

    1617 ft · 29 sec · Poindexter Street

  3. 3

    Take the ramp straight toward I 464 North

    1284 ft · 18 sec

  4. 4

    Merge slight left

    1.2 mi · 1 min

  5. 5

    Keep slight left to continue on I 264 East: Waterside Drive, Saint Paul Boulevard, Downtown, Norfolk

    1.1 km · 1 min

  6. 6

    Keep slight left to continue on Waterside Drive, St Paul's Boulevard

    1095 ft · 27 sec

  7. 7

    Keep slight left to continue on Saint Paul's Boulevard

    1575 ft · 53 sec

  8. 8

    Turn right onto Saint Pauls Boulevard

    3199 ft · 1 min · Saint Pauls Boulevard

  9. 9

    Continue on Monticello Avenue

    1.2 mi · 2 min · Monticello Avenue

  10. 10

    Turn left onto Church Street

    148 m · 14 sec · Church Street

  11. 11

    Continue on Granby Street

    4 mi · 9 min · Granby Street

  12. 12

    Turn left onto I 64

    1001 ft · 26 sec

  13. 13

    Merge slight left onto Hampton Roads Beltway

    3.8 mi · 5 min · Hampton Roads Beltway

  14. 14

    Continue on Hampton Roads Bridge-Tunnel

    3.5 mi · 5 min · Hampton Roads Bridge-Tunnel

  15. 15

    Continue on Hampton Roads Beltway

    5.9 mi · 8 min · Hampton Roads Beltway

  16. 16

    Keep slight left

    61.1 mi · 1 hr 8 min

  17. 17

    Take the exit slight right toward I 295, US 60: Washington, Rocky Mount NC

    2434 ft · 32 sec

  18. 18

    Keep slight left to continue on I 295 South, US 60: Rocky Mount NC

    2453 ft · 60 sec

  19. 19

    Keep slight right to continue on I 295 South: Rocky Mount NC

    1911 ft · 47 sec

  20. 20

    Keep slight left to continue on US 60: Seven Pines, Bottoms Bridge

    2425 ft · 59 sec

  21. 21

    Keep slight left to continue on US 60 East, I 295 South: Bottoms Bridge

    1866 ft · 46 sec

  22. 22

    Keep slight left to continue on I 295 South

    1 km · 1 min

  23. 23

    Merge slight left onto Korean War Veterans Memorial Highway

    2.1 mi · 2 min · Korean War Veterans Memorial Highway

  24. 24

    Take the exit slight right toward VA 895 Toll West: Richmond, Richmond International Airport

    2791 ft · 53 sec

  25. 25

    Continue on Pocahontas Parkway

    7.8 mi · 9 min · Pocahontas Parkway

  26. 26

    Take the exit slight right toward US 1 North, US 301 North: Jefferson Davis Highway, Richmond

    726 ft · 41 sec

  27. 27

    Turn straight onto Route 1

    995 ft · 24 sec · Route 1

  28. 28

    Turn left

    548 ft · 46 sec

  29. 29

    Turn left

    64 m · 18 sec

  30. 30

    Turn right

    72 m · 17 sec

  31. 31

    Arrive at your destination

    0 m · 1 sec

Car Route Details

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

OSRM road route
Drive Character

Turn-heavy local drive

The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.

Directions
31 steps
8 turns on the saved route
Ramps & Exits
7
3 merges, 4 ramps or exits
Navigation Density
31.9 / 100 mi
Decision points by distance
Main Roads
Hampton Roads Beltway
70.7 mi · 73%
Pocahontas Parkway
7.82 mi · 8%
Granby Street
3.95 mi · 4%
Hampton Roads Bridge-Tunnel
3.5 mi · 4%
Korean War Veterans Memorial Highway
2.14 mi · 2%
I 295 South
1.46 mi · 2%
Longest Stretch

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.

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
02h 03m
Day trip friendly
Same-Day Return
04h 08m
Round-trip wheel time
Road vs Air
+19.5 mi
77.6 mi direct line
Halfway Stop
Williamsburg
01h 01m from Chesapeake
Leave By
2:22 PM EDT
Morning start is best
Weather Watch

Mostly Sunny leaving Chesapeake and Mostly Sunny near Bensley.

Trip Questions

Direct answers travelers usually want before committing to the drive.

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

The road trip is about 97.1 miles (156.2 km) and usually takes 02h 03m 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 48.5 miles from Chesapeake and 48.5 miles from Bensley.

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 19.5 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 2:22 PM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $13.55 one way or $27.09 round trip. Estimated CO2 is about 30.4 kg one way.

What should you check before leaving?

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

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 2.5 mi away

James City County

Williamsburg
County government office,Service establishment
James City County Government Center
Meeting point 5.9 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 4 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 Chesapeake and Bensley. Straight-line distance: 77.61 mi (124.9 km).

Chesapeake

#1 Chesapeake

The second most populous city in Virginia.

Population247,011
Coordinates36.8190400, -76.2749400
Altitude3
CountryUnited States
Bensley

#2 Bensley

Census designated place

Population5,819
Coordinates37.4468100, -77.4433200
Altitude17
CountryUnited States
Start: Chesapeake (-76.27494, 36.81904)
End: Bensley (-77.44332, 37.44681)

Estimated Travel Time

Distance: 156 km by road

SpeedTime
30 mph (48.3 km/h)03h 14m
40 mph (64.37 km/h)02h 25m
50 mph (80.47 km/h)01h 56m
60 mph (96.56 km/h)01h 37m
70 mph (112.65 km/h)01h 23m
80 mph (129 km/h)01h 12m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
3.42 gal
12.96 L · about $13.55
Round trip
$27.09
6.84 gal · 25.92 L
Estimated CO2
30.4 kg one way
Round trip: 60.8 kg / 134 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.96 $13.55 $27.09
Mid-grade $4.43 $15.15 $30.29
Premium $4.78 $16.34 $32.68
Diesel $5.62 $19.23 $38.47

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 Chesapeake and Bensley. The current time is 12:17:57.

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.