How far is Lake Monticello, VA from Chesapeake, VA?

The driving distance from Lake Monticello, VA to Chesapeake, VA is about 169.4 miles (272.6 km), with a travel time of about 02h 48m by car.

  • The straight-line flight distance is about 136.4 miles (219.5 km).
  • For a round trip, plan for roughly 05h 37m 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
169.4 mi
02h 48m
Flight
136.42 mi
219.55 km direct

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

Learn Distance

Choose another destination from Lake Monticello.

Flight Distance

Direct air line
136.42 mi
Kilometers
219.55 km
Flight Time
00h 16m

Driving Distance

Road route
169.4 mi
Kilometers
272.63 km
Drive Time
02h 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 02h 48m.

Arrival Snapshot
Arrive in Chesapeake
Wed, Apr 22, 11:12 PM EDT
Return by in Lake Monticello
Thu, Apr 23, 2:01 AM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Lake Monticello
2026-04-22T20:23
Arrive Chesapeake
Wed, Apr 22, 11:12 PM EDT
Route Timing
02h 48m
One way by road
Best Departure Window
8:00 AM to 10:00 AM EDT
Aim for a morning departure
Arrive between
10:49 AM to 12:49 PM EDT

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

Leave by
12:52 PM EDT
Keeps a same-day return open with about 03h 00m at the destination.
Back in Lake Monticello
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
Windsor
VA

Town in southeastern Virginia, United States

From Lake Monticello
81.5 mi
01h 24m
To Chesapeake
87.9 mi
01h 24m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
79°F
Wednesday

Chance Rain Showers

Starts
Wed, Apr 22 6:00 AM EDT
Wind
9 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 Lake Monticello and Chesapeake.

Turn-by-Turn Driving Directions

Step-by-step road directions between Lake Monticello and Chesapeake.

  1. 1

    Start on Sherwood Drive

    79 m · 11 sec · Sherwood Drive

  2. 2

    Turn right onto Smokewood Drive

    1836 ft · 1 min · Smokewood Drive

  3. 3

    At the end of the road, turn left onto Jefferson Drive

    55 m · 7 sec · Jefferson Drive

  4. 4

    Turn left onto Nahor Drive

    2282 ft · 1 min · Nahor Drive

  5. 5

    Turn left onto Ashton Road

    1210 ft · 43 sec · Ashton Road

  6. 6

    At the end of the road, turn left onto Brougham Road

    598 ft · 23 sec · Brougham Road

  7. 7

    Turn right onto Rassawek Court

    106 m · 17 sec · Rassawek Court

  8. 8

    Turn left onto Jefferson Drive

    1.5 mi · 4 min · Jefferson Drive

  9. 9

    Turn right onto Slice Road

    837 ft · 43 sec · Slice Road

  10. 10

    Turn left onto South Boston Road

    3.4 mi · 6 min · South Boston Road

  11. 11

    Turn sharp right onto Union Mills Road

    2.3 mi · 4 min · Union Mills Road

  12. 12

    At the end of the road, turn left onto James Madison Highway

    4.1 mi · 7 min · James Madison Highway

  13. 13

    Take the ramp slight right

    2169 ft · 53 sec

  14. 14

    Merge slight left

    40 mi · 43 min

  15. 15

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

    1.2 mi · 2 min

  16. 16

    Continue on Korean War Veterans Memorial Highway

    22.9 mi · 25 min · Korean War Veterans Memorial Highway

  17. 17

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

    1.3 mi · 3 min

  18. 18

    Merge slight left

    66.8 mi · 1 hr 15 min

  19. 19

    Keep slight left to continue on Hampton Roads Beltway

    104 m · 5 sec · Hampton Roads Beltway

  20. 20

    Continue on Hampton Roads Bridge-Tunnel

    3.5 mi · 5 min · Hampton Roads Bridge-Tunnel

  21. 21

    Continue on Hampton Roads Beltway

    6.7 mi · 9 min · Hampton Roads Beltway

  22. 22

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

    1312 ft · 32 sec

  23. 23

    Turn straight onto Chesapeake Boulevard

    2.1 mi · 3 min · Chesapeake Boulevard

  24. 24

    Turn straight

    41 m · 8 sec

  25. 25

    Turn left onto Ballentine Boulevard

    1.1 mi · 2 min · Ballentine Boulevard

  26. 26

    Turn right onto East Princess Anne Road

    1.5 km · 2 min · East Princess Anne Road

  27. 27

    Turn left onto Park Avenue

    3186 ft · 1 min · Park Avenue

  28. 28

    Turn left onto East Brambleton Avenue

    1692 ft · 58 sec · East Brambleton Avenue

  29. 29

    Continue on Campostella Road

    1.1 km · 2 min · Campostella Road

  30. 30

    Turn right onto Wilson Road

    1.2 km · 1 min · Wilson Road

  31. 31

    Continue on 22nd Street

    1606 ft · 27 sec · 22nd Street

  32. 32

    Continue on Poindexter Street

    1391 ft · 29 sec · Poindexter Street

  33. 33

    Turn right onto D Street

    126 m · 18 sec · D Street

  34. 34

    Arrive at your destination

    0 m · 1 sec · D Street

Car Route Details

A richer read on the saved driving route between Lake Monticello 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
34 steps
19 turns on the saved route
Ramps & Exits
6
2 merges, 4 ramps or exits
Navigation Density
20.1 / 100 mi
Decision points by distance
Main Roads
I 64 East
68.1 mi · 40%
James Madison Highway
44.5 mi · 26%
Korean War Veterans Memorial Highway
22.9 mi · 14%
Hampton Roads Beltway
6.8 mi · 4%
Hampton Roads Bridge-Tunnel
3.5 mi · 2%
South Boston Road
3.43 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
02h 48m
Day trip friendly
Same-Day Return
05h 38m
Round-trip wheel time
Road vs Air
+33 mi
136.4 mi direct line
Halfway Stop
Windsor
01h 24m from Lake Monticello
Leave By
12:52 PM EDT
Morning start is best
Weather Watch

Chance Rain Showers leaving Lake Monticello 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 Lake Monticello to Chesapeake?

The road trip is about 169.4 miles (272.6 km) and usually takes 02h 48m 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?

Windsor is a useful midpoint, sitting about 81.5 miles from Lake Monticello and 87.9 miles from Chesapeake.

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

The direct path is about 136.4 miles (219.5 km), while the road route adds roughly 33 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 12:52 PM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $23.69 one way or $47.37 round trip. Estimated CO2 is about 53.1 kg one way.

What should you check before leaving?

Before you leave, expect Chance Rain Showers around Lake Monticello and Mostly Sunny then Slight Chance Rain Showers near Chesapeake.

Stop Ideas Near Windsor

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 Windsor and the surrounding midpoint area.
Old City Hall
Scenic stop 12.6 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 12.7 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 12.6 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 Windsor.

RAIL

Richmond Main Street Station

19 mi away
1500 East Main Street
RAIL

Richmond Staples Mill Road station

27 mi away
7519 Staples Mill Road
RAIL

Petersburg station

35 mi away
3516 South Street
RAIL

Ashland

37 mi away
112 North Railroad Avenue

Flight Path Map

This map shows the direct air route between Lake Monticello and Chesapeake. Straight-line distance: 136.42 mi (219.55 km).

Lake Monticello

#1 Lake Monticello

Census-designated place in Virginia, United States

Population9,920
Coordinates37.9232000, -78.3347300
Altitude113
CountryUnited States
Chesapeake

#2 Chesapeake

The second most populous city in Virginia.

Population247,011
Coordinates36.8190400, -76.2749400
Altitude3
CountryUnited States
Start: Sherwood Drive (-78.334491, 37.9237)
End: D Street (-76.275044, 36.81897)

Estimated Travel Time

Distance: 273 km by road

SpeedTime
30 mph (48.3 km/h)05h 38m
40 mph (64.37 km/h)04h 14m
50 mph (80.47 km/h)03h 23m
60 mph (96.56 km/h)02h 49m
70 mph (112.65 km/h)02h 25m
80 mph (129 km/h)02h 06m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
5.98 gal
22.63 L · about $23.69
Round trip
$47.37
11.96 gal · 45.26 L
Estimated CO2
53.1 kg one way
Round trip: 106.3 kg / 234 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.96 $23.69 $47.37
Mid-grade $4.43 $26.49 $52.97
Premium $4.78 $28.57 $57.14
Diesel $5.62 $33.63 $67.26

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 Lake Monticello and Chesapeake. The current time is 20:23:22.

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.