How far is Naperville, IL from Chester, IL?
The driving distance from Naperville, IL to Chester, IL is about 319.1 miles (513.6 km), with a travel time of about 06h 16m by car.
- The straight-line flight distance is about 281.9 miles (453.7 km).
- For a round trip, plan for roughly 12h 32m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 7:30 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 06h 16m.
Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
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.
Township in Logan County, Illinois
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Driving Route Map
The map below follows the saved road route between Naperville and Chester.
Turn-by-Turn Driving Directions
Step-by-step road directions between Naperville and Chester.
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1
Start on North Washington Street
5.3 mi · 12 min · North Washington Street
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2
Turn right onto Washington Street
2580 ft · 51 sec · Washington Street
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3
Continue on Weber Road
3.9 mi · 7 min · Weber Road
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4
Take the ramp slight right toward I 55 South: Bloomington
1902 ft · 49 sec
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5
Merge slight left
105.9 mi · 1 hr 55 min
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6
Keep slight right to continue on I 55 South: Saint Louis, Springfield
64.8 mi · 1 hr 10 min
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7
Keep slight left to continue on I 55 South: Saint Louis
77.9 mi · 1 hr 24 min
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8
Take the exit slight right toward IL 159 South: Collinsville
1434 ft · 48 sec
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9
Continue on Vandalia Street
3 mi · 5 min · Vandalia Street
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10
Continue on South Morrison Avenue
1.3 mi · 2 min · South Morrison Avenue
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11
Continue on North Illinois Street
9.8 mi · 15 min · North Illinois Street
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12
Enter the roundabout and take exit 2 toward Illinois Street
55 m · 5 sec · South Illinois Street
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13
Exit the rotary onto South Illinois Street
8.3 mi · 13 min · South Illinois Street
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14
Continue on State Route 159
6.1 mi · 9 min · State Route 159
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15
Continue on North Main Street
1163 ft · 20 sec · North Main Street
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16
Continue on N Main St
810 ft · 14 sec · N Main St
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17
Continue on Main Street
8 mi · 12 min · Main Street
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18
Continue straight
23.3 mi · 29 min
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19
Turn right onto State Street
118 m · 7 sec · State Street
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20
Turn right onto East Stacey Street
38 m · 6 sec · East Stacey Street
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21
Arrive at your destination
0 m · 1 sec · East Stacey Street
Car Route Details
A richer read on the saved driving route between Naperville and Chester.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
I 55 South
Merge slight left
106 mi · 01h 55m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
Better with a longer stop
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
Sunny leaving Naperville and Sunny near Chester.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Naperville to Chester?
The road trip is about 319.1 miles (513.6 km) and usually takes 06h 16m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
What is the halfway point on this route?
Elkhart is a useful midpoint, sitting about 159.6 miles from Naperville and 159.5 miles from Chester.
How much longer is the road route than the straight-line distance?
The direct path is about 281.9 miles (453.7 km), while the road route adds roughly 37.2 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 7:30 AM CDT. Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $42.46 one way or $84.92 round trip. Estimated CO2 is about 100.1 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Naperville and Sunny near Chester.
Stop Ideas Near Elkhart
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 Elkhart.
Lincoln
Springfield station
Uptown Station
Peoria, Illinois
Flight Path Map
This map shows the direct air route between Naperville and Chester. Straight-line distance: 281.89 mi (453.66 km).
#1 Naperville
The second most populous city in Illinois.
| Population | 147,986 |
| Coordinates | 41.7858600, -88.1472900 |
| Altitude | 216 |
| Country | United States |
#2 Chester
City in Illinois
| Population | 8,145 |
| Coordinates | 37.9136600, -89.8220500 |
| Altitude | 204 |
| Country | United States |
End: Chester (-89.82205, 37.91366)
Estimated Travel Time
Distance: 514 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 10h 38m |
| 40 mph (64.37 km/h) | 07h 58m |
| 50 mph (80.47 km/h) | 06h 22m |
| 60 mph (96.56 km/h) | 05h 19m |
| 70 mph (112.65 km/h) | 04h 33m |
| 80 mph (129 km/h) | 03h 58m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $42.46 | $84.92 |
| Mid-grade | $4.25 | $47.89 | $95.78 |
| Premium | $4.65 | $52.40 | $104.81 |
| Diesel | $5.30 | $59.72 | $119.45 |
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 Illinois · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.