How far is Chicago, IL from Anna, IL?
The driving distance from Chicago, IL to Anna, IL is about 344.7 miles (554.7 km), with a travel time of about 06h 22m by car.
- The straight-line flight distance is about 315 miles (506.9 km).
- For a round trip, plan for roughly 12h 44m 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 22m.
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.
Village in Coles County, Illinois, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Slight Chance Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Chicago and Anna.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chicago and Anna.
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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
65.7 mi · 1 hr 11 min
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12
Keep slight right to continue on Ken Gray Expressway
61.7 mi · 1 hr 6 min · Ken Gray Expressway
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13
Take the exit slight right toward IL 146: Anna, Vienna
1311 ft · 35 sec
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14
Turn right onto 770N
118 m · 7 sec · 770N
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15
Continue on East Vienna Street
5.8 mi · 8 min · East Vienna Street
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16
Turn left onto Broad Street
10 m · 1 sec · Broad Street
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17
Arrive at your destination
0 m · 1 sec · Broad Street
Car Route Details
A richer read on the saved driving route between Chicago and Anna.
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.
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.
Mostly Sunny leaving Chicago and Slight Chance Showers And Thunderstorms near Anna.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chicago to Anna?
The road trip is about 344.7 miles (554.7 km) and usually takes 06h 22m 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?
Humboldt is a useful midpoint, sitting about 172.5 miles from Chicago and 172.2 miles from Anna.
How much longer is the road route than the straight-line distance?
The direct path is about 315 miles (506.9 km), while the road route adds roughly 29.7 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 $45.86 one way or $91.71 round trip. Estimated CO2 is about 108.1 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Chicago and Slight Chance Showers And Thunderstorms near Anna.
Stop Ideas Near Humboldt
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 Humboldt.
Mattoon station
Effingham
Illinois Terminal
Rantoul
Flight Path Map
This map shows the direct air route between Chicago and Anna. Straight-line distance: 314.95 mi (506.87 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 Anna
City in Union County, Illinois, United States
| Population | 4,059 |
| Coordinates | 37.4603300, -89.2470300 |
| Altitude | 192 |
| Country | United States |
End: Anna (-89.24703, 37.46033)
Estimated Travel Time
Distance: 555 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 11h 29m |
| 40 mph (64.37 km/h) | 08h 37m |
| 50 mph (80.47 km/h) | 06h 53m |
| 60 mph (96.56 km/h) | 05h 44m |
| 70 mph (112.65 km/h) | 04h 55m |
| 80 mph (129 km/h) | 04h 18m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $45.86 | $91.71 |
| Mid-grade | $4.25 | $51.72 | $103.43 |
| Premium | $4.65 | $56.59 | $113.19 |
| Diesel | $5.30 | $64.50 | $128.99 |
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 11, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.