Drive Time
6h 22m
Distance
344.7 mi
555 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$51
one way
The drive from Chicago, IL to Anna, IL covers 344.7 miles and takes about 6h 22m 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 $51.18 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
172.3 miles from Chicago, IL
A natural place for your longest stop of the day , about 3h 11m into the drive .
Expect a 6h 22m drive with frequent turns across 344.7 miles of local and secondary roads.
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. Navigation is very simple — set it and forget it for most of the drive.
Very easy — mostly straight driving
Navigation is easy, but the length (6h 22m) means fatigue is the real challenge. The route is 0% highway with very few tricky spots.
Where does it get tricky?
This route does not have any notably tricky sections. Most of the drive from Chicago, IL to Anna, IL is straightforward, with well-signed roads and simple exits.
| Road | Distance | Duration |
|---|---|---|
| West Cermak Road | Unavailable | Refreshing |
| South Halsted Street | Unavailable | Refreshing |
| South Canalport Avenue | Unavailable | Refreshing |
| I 90 East | Unavailable | Refreshing |
| I 90 | Unavailable | Refreshing |
| Dan Ryan Expressway | Unavailable | Refreshing |
| Dan Ryan Expressway (Express) | Unavailable | Refreshing |
| I 57 South | Unavailable | Refreshing |
Per-road distance and duration are being refreshed from OSRM for this route.
Step-by-step road directions between Chicago, IL and Anna, IL.
Start on the route
At the end of the road, turn right onto West Cermak Road
Turn left onto South Halsted Street
Turn right onto South Canalport Avenue
Turn slight right
Take the ramp straight toward I 90 East, I 94 East
Keep slight left to continue on I 90, I 94 East: Indiana
Merge slight left onto Dan Ryan Expressway
Keep slight left to continue on Dan Ryan Expressway (Express)
Keep slight right to continue on I 57 South: Memphis
Keep slight left to continue on I 57 South: Memphis
Keep slight right to continue on Ken Gray Expressway
Take the exit slight right toward IL 146: Anna, Vienna
Turn right onto 770N
Continue on East Vienna Street
Turn left onto Broad Street
Arrive at your destination
Morning Departure
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Evening Departure
This is a long drive — plan for a morning departure or consider splitting it into two days.
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 80 miles or 1h 28m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 172.3 miles or 3h 11m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 5h 15m
Traffic, exits, and arrival timing usually matter more near Anna, IL than in the middle of the route.
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 344.7 miles and 6h 22m.
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 172.3 mi from Chicago, IL · 3h 11m into the drive
Mid-route town
Meal stop
172 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.
A short stop after about 80 miles helps settle the day before fatigue starts building.
The midpoint is around 172.3 miles from Chicago, IL, which is a good place for a longer meal and fuel stop.
The final approach into Anna, 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 Anna, IL.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Regular Gas
$51.18 one way
$102.35 round trip
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.25 | $57.72 | $115.43 |
| premium | $4.65 | $63.16 | $126.32 |
| diesel | $5.30 | $71.98 | $143.96 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$51
Meals
$25–$50
Total
$76–$101
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 120.6 kg one way.
Driving Electric?
About $36 in charging · 1 stop · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 103.4 | 1 | $36.19 | $16.55 |
| Efficient EV | 86.2 | 0 | $30.16 | $13.79 |
| EV Truck/SUV | 137.9 | 1 | $48.26 | $22.06 |
Gas CO2
121 kg
EV CO2
40 kg (67% 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. If you're planning ahead, check the forecast closer to your travel date.
Origin
Afternoon in Chicago on Saturday
Local time
12:19 PM
CDT
Current temp
46°F
Forecast unavailable right now
Destination
Afternoon in Anna on Saturday
Local time
12:19 PM
CDT
Current temp
58°F
Forecast unavailable right now
Along the Route
57°F
Plainfield, IL
172 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
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
Start early — leave by 6-7 AM to arrive at a reasonable hour.
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