How far is Chicago, IL from Pinckneyville, IL?
The driving distance from Chicago, IL to Pinckneyville, IL is about 318.1 miles (511.9 km), with a travel time of about 05h 55m by car.
- The straight-line flight distance is about 276.1 miles (444.4 km).
- For a round trip, plan for roughly 11h 50m 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 05h 55m.
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 Illinois
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Partly Sunny then Slight Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Chicago and Pinckneyville.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chicago and Pinckneyville.
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1
Start on the route
943 ft · 1 min
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2
At the end of the road, turn right onto West Cermak Road
947 ft · 26 sec · West Cermak Road
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3
Turn left onto South Halsted Street
737 ft · 17 sec · South Halsted Street
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4
Turn right onto South Canalport Avenue
87 m · 6 sec · South Canalport Avenue
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5
Turn slight right
34 m · 5 sec
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6
Take the ramp straight toward I 90 East, I 94 East
139 m · 11 sec
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7
Keep slight left to continue on I 90, I 94 East: Indiana
929 ft · 23 sec
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8
Merge slight left onto Dan Ryan Expressway
1.2 km · 48 sec · Dan Ryan Expressway
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9
Keep slight left to continue on Dan Ryan Expressway (Express)
8.8 mi · 12 min · Dan Ryan Expressway (Express)
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10
Keep slight right to continue on I 57 South: Memphis
200.8 mi · 3 hr 41 min
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11
Keep slight left to continue on I 57 South: Memphis
61.1 mi · 1 hr 5 min
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12
Take the exit slight right toward I 64 West: Saint Louis
2049 ft · 50 sec
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13
Merge slight left
22.9 mi · 25 min
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14
Take the exit slight right toward IL 127
2109 ft · 51 sec
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15
Turn straight
22 mi · 27 min
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16
Turn right onto West Water Street
41 m · 2 sec · West Water Street
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17
Arrive at your destination
0 m · 1 sec · West Water Street
Car Route Details
A richer read on the saved driving route between Chicago and Pinckneyville.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
I 57 South
Keep slight right to continue on I 57 South: Memphis
201 mi · 03h 41m
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.
Mostly Sunny leaving Chicago and Partly Sunny then Slight Chance Rain Showers near Pinckneyville.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chicago to Pinckneyville?
The road trip is about 318.1 miles (511.9 km) and usually takes 05h 55m 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?
Tuscola is a useful midpoint, sitting about 159.1 miles from Chicago and 158.9 miles from Pinckneyville.
How much longer is the road route than the straight-line distance?
The direct path is about 276.1 miles (444.4 km), while the road route adds roughly 42 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 5:10 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $42.31 one way or $84.62 round trip. Estimated CO2 is about 99.7 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Chicago and Partly Sunny then Slight Chance Rain Showers near Pinckneyville.
Stop Ideas Near Tuscola
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 Tuscola.
Illinois Terminal
Mattoon station
Rantoul
Danville, Illinois
Flight Path Map
This map shows the direct air route between Chicago and Pinckneyville. Straight-line distance: 276.12 mi (444.37 km).
#1 Chicago
The third most populous city in the United States and the center of the Chicago metropolitan area.
| Population | 2,677,643 |
| Coordinates | 41.850033, -87.6500523 |
| Altitude | 179 |
| Country | United States |
#2 Pinckneyville
City in Perry County, Illinois, United States
| Population | 5,319 |
| Coordinates | 38.0803300, -89.3820300 |
| Altitude | 132 |
| Country | United States |
End: Pinckneyville (-89.38203, 38.08033)
Estimated Travel Time
Distance: 512 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 10h 35m |
| 40 mph (64.37 km/h) | 07h 57m |
| 50 mph (80.47 km/h) | 06h 21m |
| 60 mph (96.56 km/h) | 05h 18m |
| 70 mph (112.65 km/h) | 04h 32m |
| 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 | $42.31 | $84.62 |
| Mid-grade | $4.25 | $47.72 | $95.44 |
| Premium | $4.65 | $52.22 | $104.44 |
| Diesel | $5.30 | $59.51 | $119.02 |
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 · May 31, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.