How far is Portsmouth, VA from Chesterfield Court House, VA?

The driving distance from Portsmouth, VA to Chesterfield Court House, VA is about 89.1 miles (143.4 km), with a travel time of about 02h 03m by car.

  • The straight-line flight distance is about 76.3 miles (122.8 km).
  • For a round trip, plan for roughly 04h 06m 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
89.09 mi
02h 03m
Flight
76.3 mi
122.8 km direct

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

Learn Distance

Choose another destination from Portsmouth.

Flight Distance

Direct air line
76.3 mi
Kilometers
122.8 km
Flight Time
00h 09m

Driving Distance

Road route
89.09 mi
Kilometers
143.37 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 Chesterfield Court House
Thu, Apr 23, 1:05 AM EDT
Return by in Portsmouth
Thu, Apr 23, 3:08 AM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Portsmouth
2026-04-22T23:02
Arrive Chesterfield Court House
Thu, Apr 23, 1:05 AM 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
10:03 AM to 12:03 PM EDT

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

Leave by
2:24 PM EDT
Keeps a same-day return open with about 03h 00m at the destination.
Back in Portsmouth
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
Surry
VA

Town in Virginia

From Portsmouth
44.5 mi
01h 01m
To Chesterfield Court House
44.6 mi
01h 01m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
79°F
Wednesday

Mostly Sunny then Slight Chance Rain Showers

Starts
Wed, Apr 22 6:00 AM EDT
Wind
12 mph SW
Destination
79°F
Wednesday

Chance Showers And Thunderstorms

Starts
Wed, Apr 22 6:00 AM EDT
Wind
9 mph SW

Driving Route Map

The map below follows the saved road route between Portsmouth and Chesterfield Court House.

Turn-by-Turn Driving Directions

Step-by-step road directions between Portsmouth and Chesterfield Court House.

  1. 1

    Start on High Street

    2505 ft · 56 sec · High Street

  2. 2

    Turn right onto Effingham Street

    552 ft · 11 sec · Effingham Street

  3. 3

    Turn left onto London Boulevard

    1.1 mi · 2 min · London Boulevard

  4. 4

    Take the ramp slight right toward US 58, VA 164: Western Freeway, Midtown Tunnel

    996 ft · 19 sec

  5. 5

    Merge slight left onto Martin Luther King Freeway

    1826 ft · 35 sec · Martin Luther King Freeway

  6. 6

    Continue on Western Freeway

    7.4 mi · 10 min · Western Freeway

  7. 7

    Continue on Bridge Road

    6.5 mi · 11 min · Bridge Road

  8. 8

    Continue on Carrollton Boulevard

    2.4 mi · 3 min · Carrollton Boulevard

  9. 9

    Turn left onto Brewers Neck Boulevard

    2.9 mi · 4 min · Brewers Neck Boulevard

  10. 10

    Merge slight left onto Benns Church Boulevard

    12.1 mi · 16 min · Benns Church Boulevard

  11. 11

    Continue on Colonial Trail East

    9.9 mi · 11 min · Colonial Trail East

  12. 12

    Turn left onto Rolfe Highway

    1 mi · 2 min · Rolfe Highway

  13. 13

    Turn right onto Colonial Trail West

    13.3 mi · 15 min · Colonial Trail West

  14. 14

    Continue on James River Drive

    14.6 mi · 19 min · James River Drive

  15. 15

    Continue on East Randolph Road

    2.9 mi · 4 min · East Randolph Road

  16. 16

    Continue on East Hundred Road

    10 mi · 17 min · East Hundred Road

  17. 17

    Continue on Iron Bridge Road

    3.8 mi · 6 min · Iron Bridge Road

  18. 18

    Turn right onto Wagners Way

    141 m · 22 sec · Wagners Way

  19. 19

    Turn right onto Mimms Loop

    101 m · 15 sec · Mimms Loop

  20. 20

    Arrive at your destination

    0 m · 1 sec · Mimms Loop

Car Route Details

A richer read on the saved driving route between Portsmouth and Chesterfield Court House.

OSRM road route
Drive Character

Straightforward drive

The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.

Directions
20 steps
7 turns on the saved route
Ramps & Exits
3
2 merges, 1 ramps or exits
Navigation Density
22.4 / 100 mi
Decision points by distance
Main Roads
James River Drive
14.6 mi · 16%
Colonial Trail West
13.3 mi · 15%
Benns Church Boulevard
12.1 mi · 14%
East Hundred Road
9.96 mi · 11%
Colonial Trail East
9.86 mi · 11%
Western Freeway
7.39 mi · 8%
Longest Stretch

James River Drive

Continue on James River Drive

14.6 mi · 00h 19m

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 06m
Round-trip wheel time
Road vs Air
+12.8 mi
76.3 mi direct line
Halfway Stop
Surry
01h 01m from Portsmouth
Leave By
2:24 PM EDT
Morning start is best
Weather Watch

Mostly Sunny then Slight Chance Rain Showers leaving Portsmouth and Chance Showers And Thunderstorms near Chesterfield Court House.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Portsmouth to Chesterfield Court House?

The road trip is about 89.1 miles (143.4 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?

Surry is a useful midpoint, sitting about 44.5 miles from Portsmouth and 44.6 miles from Chesterfield Court House.

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

The direct path is about 76.3 miles (122.8 km), while the road route adds roughly 12.8 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 2:24 PM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $12.44 one way or $24.88 round trip. Estimated CO2 is about 27.9 kg one way.

What should you check before leaving?

Before you leave, expect Mostly Sunny then Slight Chance Rain Showers around Portsmouth and Chance Showers And Thunderstorms near Chesterfield Court House.

Stop Ideas Near Surry

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 Surry and the surrounding midpoint area.
Stop photo coming soon
Practical stop 14.2 mi away

James City County

Surry
County government office,Service establishment
James City County Government Center
Meeting point 12.2 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 12.1 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 Surry.

RAIL

Williamsburg Transportation Center

19 mi away
468 North Boundary Street
RAIL

Newport News station

37 mi away
9304 Warwick Boulevard
RAIL

Petersburg station

54 mi away
3516 South Street
BUS

Norfolk

58 mi away
215 W York Street

Flight Path Map

This map shows the direct air route between Portsmouth and Chesterfield Court House. Straight-line distance: 76.3 mi (122.8 km).

Portsmouth

#1 Portsmouth

The most populous city in Portsmouth, Virginia.

Population95,094
Coordinates36.8354300, -76.2982700
Altitude3
CountryUnited States
Chesterfield Court House

#2 Chesterfield Court House

Census designated place in Virginia, USA

Population3,808
Coordinates37.3770900, -77.5049900
Altitude60
CountryUnited States
Start: Portsmouth (-76.29827, 36.83543)
End: Chesterfield Court House (-77.50499, 37.37709)

Estimated Travel Time

Distance: 143 km by road

SpeedTime
30 mph (48.3 km/h)02h 58m
40 mph (64.37 km/h)02h 13m
50 mph (80.47 km/h)01h 46m
60 mph (96.56 km/h)01h 29m
70 mph (112.65 km/h)01h 16m
80 mph (129 km/h)01h 06m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
3.14 gal
11.9 L · about $12.44
Round trip
$24.88
6.28 gal · 23.8 L
Estimated CO2
27.9 kg one way
Round trip: 55.8 kg / 123 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.96 $12.44 $24.88
Mid-grade $4.43 $13.91 $27.81
Premium $4.78 $15.00 $30.01
Diesel $5.62 $17.66 $35.32

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 Portsmouth and Chesterfield Court House. The current time is 23:02:19.

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.