Origin
Chicago, IL
Night in Chicago on Wednesday
Local time
11:11 PM
CDT
Current temp
51°F
Unavailable
Live forecast
Trip from Chicago, IL to Kingston, IL
Last recalculated Apr 16, 2026
Drive Time
5h 34m
Distance
287.6 mi
463 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$45
one way
Best Time to Leave
4 AM
5h 21m
★
6 AM
5h 34m
8 AM
6h 1m
10 AM
5h 44m
12 PM
5h 41m
3 PM
5h 45m
5 PM
6h 0m
8 PM
5h 26m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Chicago, IL
Otoniel Alvarado
Kingston, IL
Nicolas Foster
Trip Overview
The drive from Chicago, IL to Kingston, IL covers 287.6 miles and takes about 5h 34m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on West Cermak Road, South Halsted Street, South Canalport Avenue for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $44.96 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
143.8 miles from Chicago, IL
A natural place for your longest stop of the day , about 2h 47m into the drive .
Drive Character
Expect a 5h 34m drive with frequent turns across 287.6 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 21 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
West Cermak Road is one of the defining roads on this drive.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. There are only a few real navigation decisions along the way.
Route Complexity
3/10
Easy - simple navigation with a manageable amount of wheel time
This is a straightforward 5h 34m drive. You will face about 0 decision points, but nothing that requires special attention if you follow navigation.
Where does it get tricky?
This route does not have any notably tricky sections. Most of the drive from Chicago, IL to Kingston, IL is straightforward, with well-signed roads and simple exits.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| West Cermak Road | — | — |
| South Halsted Street | — | — |
| South Canalport Avenue | — | — |
| I 90 East | — | — |
| I 55 | — | — |
| I 55 South | — | — |
| Stevenson Expressway | — | — |
| Adlai E Stevenson Expressway | — | — |
Some road-level metrics are being recalculated.
Longest stretch:
West Cermak Road
— detailed segment metrics are refreshing.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chicago, IL and Kingston, IL.
1
Start on the route
0.2 mi
·
1 min
·
the route
2
At the end of the road, turn right onto West Cermak Road
0.2 mi
·
26 sec
·
West Cermak Road
3
Turn left onto South Halsted Street
0.1 mi
·
17 sec
·
South Halsted Street
4
Turn right onto South Canalport Avenue
285 ft
·
6 sec
·
South Canalport Avenue
5
Turn slight right
112 ft
·
5 sec
6
Take the ramp straight toward I 90 East, I 94 East
456 ft
·
11 sec
·
I 90 East, I 94 East
7
Keep slight right to continue on I 55: Saint Louis, Lake Shore Drive
0.3 mi
·
44 sec
·
I 55: Saint Louis, Lake Shore Drive
8
Keep slight right to continue on I 55 South: St Louis
0.5 mi
·
1 min
·
I 55 South: St Louis
9
Merge slight left onto Stevenson Expressway
5.6 mi
·
7 min
·
Stevenson Expressway
10
Continue on Adlai E Stevenson Expressway
0.3 mi
·
27 sec
·
Adlai E Stevenson Expressway
11
Continue on Adlai Stevenson Expressway
129 mi
·
2 hr 26 min
·
Adlai Stevenson Expressway
12
Keep slight right to continue on I 55 South: Saint Louis, Springfield
65 mi
·
1 hr 10 min
·
I 55 South: Saint Louis, Springfield
13
Keep slight right to continue on I 72 West, US 36 West: Jacksonville
77 mi
·
1 hr 22 min
·
I 72 West, US 36 West: Jacksonville
14
Take the exit slight right toward Barry
0.3 mi
·
46 sec
·
Barry
15
Turn right onto Township Road 1745E
0.5 mi
·
1 min
·
Township Road 1745E
16
Continue on Twnshp 1700E
3.2 mi
·
7 min
·
Twnshp 1700E
17
Continue on East 2400th Street
4.1 mi
·
9 min
·
East 2400th Street
18
Turn right onto North 400th Avenue
1.0 mi
·
2 min
·
North 400th Avenue
19
Turn left onto East 2500th Street
486 ft
·
23 sec
·
East 2500th Street
20
Turn right onto North 408th Avenue
0.1 mi
·
27 sec
·
North 408th Avenue
21
Arrive at your destination
Trip Plan
Morning Departure
An early start around 7-8 AM gets you there with plenty of daylight left.
Evening Departure
A late afternoon start means arriving after dark. Morning is better.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 143.8 miles from Chicago, IL, or about 2h 47m into the drive.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 63 miles or 1h 13m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 143.8 miles or 2h 47m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 4h 34m
Traffic, exits, and arrival timing usually matter more near Kingston, IL than in the middle of the route.
Before You Leave
+
Open the route before leaving Chicago, IL so your first major turns are already loaded.
+
Leave with enough water and a charging cable within reach, not packed away.
+
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
Day 1
Settle into the route from Chicago, IL
This is one driving day of about 287.6 miles and 5h 34m.
Your first comfortable stop window is around 63 miles from Chicago, IL.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 143.8 mi from Chicago, IL · 2h 47m into the drive
Mid-route town
Meal stop
144 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 63 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 143.8 miles from Chicago, IL, which is a good place for a longer meal and fuel stop.
Arriving in Kingston, IL
The final approach into Kingston, IL usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Kingston, IL.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
Regular Gas
$44.96 one way
$89.93 round trip
$3.97/gal
25.4 MPG avg
101 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.36 | $49.37 | $98.74 |
| premium | $4.89 | $55.35 | $110.69 |
| diesel | $5.61 | $63.50 | $127.00 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$45
Meals
$25–$50
Total
$70–$95
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 100.6 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $30 in charging · 1 stop · 66% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 86.3 | 1 | $30.20 | $13.80 |
| Efficient EV | 71.9 | 0 | $25.17 | $11.50 |
| EV Truck/SUV | 115 | 1 | $40.26 | $18.41 |
Gas CO2
101 kg
EV CO2
34 kg (66% less)
Plan for 1 charging stop. A 30-minute DC fast charge mid-route should be enough to complete the trip comfortably.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Kingston, IL
Night in Kingston on Wednesday
Local time
11:11 PM
CDT
Current temp
74°F
Unavailable
Live forecast
52°F
Bloomington, IL
144 mi in
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
23 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
5h 34m on the road
An early start around 7-8 AM gets you there with plenty of daylight left.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Chicago, IL to Kingston, IL covers 287.6 miles and takes about 5h 34m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are West Cermak Road, South Halsted Street, South Canalport Avenue. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 143.8 miles from Chicago, IL. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $44.96 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
An early start around 7-8 AM gets you there with plenty of daylight left. A late afternoon start means arriving after dark. Morning is better.
Plan about 1 meaningful break for fuel, food, or rest. Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
This is a straightforward 5h 34m drive. You will face about 0 decision points, but nothing that requires special attention if you follow navigation.
This route does not have any notably tricky sections. Most of the drive from Chicago, IL to Kingston, IL is straightforward, with well-signed roads and simple exits.
The route from Chicago, IL to Kingston, IL does not surface many named destination signs beyond the main corridor.
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