How far is Chesterfield, MO from Charleston, MO?
The driving distance from Chesterfield, MO to Charleston, MO is about 162.7 miles (261.9 km), with a travel time of about 03h 01m by car.
- The straight-line flight distance is about 137.8 miles (221.7 km).
- For a round trip, plan for roughly 06h 03m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM CDT.
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.
This drive is better planned with a longer stop or an overnight stay.
Flight Distance
Driving Distance
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 01m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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.
City in Missouri, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Sunny
Driving Route Map
The map below follows the saved road route between Chesterfield and Charleston.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chesterfield and Charleston.
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1
Start on Santa Maria Drive
33 m · 8 sec · Santa Maria Drive
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2
Turn left onto Old Chesterfield Road
751 ft · 33 sec · Old Chesterfield Road
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3
Turn right onto Baxter Road
1507 ft · 37 sec · Baxter Road
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4
Take the ramp slight right toward I 64 East, US 40 East, US 61 South
924 ft · 23 sec
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5
Merge slight left onto Avenue of the Saints
6.8 mi · 9 min · Avenue of the Saints
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6
Take the exit slight right toward I 270: Chicago, Memphis
1829 ft · 39 sec
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7
Keep slight right to continue on I 270 South: Memphis
1691 ft · 31 sec
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8
Merge slight left
11.5 mi · 14 min
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9
Take the exit slight right toward I 55, US 61, US 67: Saint Louis, Memphis, Lemay Ferry Road
1911 ft · 27 sec
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10
Keep slight right to continue on I 55 South: Memphis
2031 ft · 44 sec
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11
Merge slight left onto Rosa Parks Highway
1.5 mi · 2 min · Rosa Parks Highway
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12
Continue on Officer Thomas G. Smith, Jr. Memorial Highway
1.8 mi · 2 min · Officer Thomas G. Smith, Jr. Memorial Highway
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13
Continue on Police Officer Steven Jarvis Memorial Highway
127.1 mi · 2 hr 16 min · Police Officer Steven Jarvis Memorial Highway
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14
Take the exit slight right toward I 57 North, US 60 East: Chicago
1264 ft · 31 sec
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15
Merge slight left
10.3 mi · 11 min
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16
Take the exit slight right toward I 57 Business North, MO 105: Charleston, East Prairie
1282 ft · 34 sec
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17
Turn left onto South Main Street
1.1 mi · 2 min · South Main Street
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18
Turn left onto West Marshall Street
51 m · 3 sec · West Marshall Street
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19
Arrive at your destination
0 m · 1 sec · West Marshall Street
Car Route Details
A richer read on the saved driving route between Chesterfield and Charleston.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Police Officer Steven Jarvis Memorial Highway
Continue on Police Officer Steven Jarvis Memorial Highway
127 mi · 02h 16m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
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.
Sunny leaving Chesterfield and Sunny near Charleston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chesterfield to Charleston?
The road trip is about 162.7 miles (261.9 km) and usually takes 03h 01m 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?
Perryville is a useful midpoint, sitting about 81.4 miles from Chesterfield and 81.3 miles from Charleston.
How much longer is the road route than the straight-line distance?
The direct path is about 137.8 miles (221.7 km), while the road route adds roughly 24.9 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 CDT. If you want a more comfortable same-day return, try to leave by 10:56 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $21.65 one way or $43.29 round trip. Estimated CO2 is about 51 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Chesterfield and Sunny near Charleston.
Stop Ideas Near Perryville
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Perryville.
Carbondale station
Du Quoin
Marion, IL
Vienna, IL
Flight Path Map
This map shows the direct air route between Chesterfield and Charleston. Straight-line distance: 137.75 mi (221.68 km).
#1 Chesterfield
A city in St.
| Population | 47,570 |
| Coordinates | 38.6631100, -90.5770700 |
| Altitude | 144 |
| Country | United States |
#2 Charleston
City in Missouri
| Population | 5,015 |
| Coordinates | 36.9208900, -89.3506300 |
| Altitude | 98 |
| Country | United States |
End: Charleston (-89.35063, 36.92089)
Estimated Travel Time
Distance: 262 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 05h 25m |
| 40 mph (64.37 km/h) | 04h 04m |
| 50 mph (80.47 km/h) | 03h 15m |
| 60 mph (96.56 km/h) | 02h 42m |
| 70 mph (112.65 km/h) | 02h 19m |
| 80 mph (129 km/h) | 02h 01m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $21.65 | $43.29 |
| Mid-grade | $4.25 | $24.41 | $48.82 |
| Premium | $4.65 | $26.71 | $53.43 |
| Diesel | $5.30 | $30.44 | $60.89 |
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 Missouri · May 13, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.