The drive from Des Plaines, IL to Anna, IL covers 359.8 miles and takes about 6h 42m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on I 57, Ken Gray Expressway, Tri-State Tollway for much of the mileage,
and the overall profile is highway-focused drive.
The longest uninterrupted segment is about 254.2 miles on I 57.
At current regular gas prices, budget about $56.25 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
179.9 miles from Des Plaines, IL
A natural place for your longest stop of the day
, about 3h 26m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 6h 42m. Total distance: 359.8 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
6h 42m drive, plan rest stops for pacing.
Drive Character
This is a 6h 42m highway drive covering 359.8 miles, with most of the trip on I 57 and Ken Gray Expressway. The longest continuous stretch is about 254.2 miles on I 57.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 21 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
I 57 is the longest continuous segment at about 254.2 miles.
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on I 57 and Ken Gray Expressway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 0.1 miles in near South Des Plaines River Road.
Driving Effort8/10
Demanding - plan breaks and stay ahead of the key maneuvers
Balances navigation complexity with total wheel time.
This is a demanding drive. With 16 significant decision points across 359.8 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
Where does it get tricky?
The main spots that need attention: at 0.1 miles (South Des Plaines River Road): Lane positioning matters here; at 2.3 miles (I 294 / Tri-State Tollway): Merge point - match speed before joining. Lane positioning matters here; at 18.6 miles (I 294 / Tri-State Tollway): Highway fork - watch signs carefully. Lane positioning matters here.
Critical Maneuvers
5 of 16 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
5
0.1 mi into trip|~0m in|South Des Plaines River Road
Turn right onto South Des Plaines River Road
Lane positioning matters here
Use the left lane.
5
2.3 mi into trip|~4m in|I 294 / Tri-State Tollway
Merge onto I 294 / Tri-State Tollway
Merge point - match speed before joining. Lane positioning matters here
Use the straight / slight right lanes.
6
18.6 mi into trip|~25m in|I 294 / Tri-State Tollway
Keep slight right at fork onto I 294 / Tri-State Tollway
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
8
31.5 mi into trip|~41m in
Take the exit toward IL 50 South, IL 83: Cicero Avenue, 127th Street
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 12 B-A
Toward IL 50 South, IL 83: Cicero Avenue, 127th...
8
31.7 mi into trip|~41m in
Keep slight left at fork toward IL 50 South: Cicero Avenue
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight lane.
Exit 12A
Toward IL 50 South: Cicero Avenue
Main Roads
Road
Distance
Duration
I 57
254.2 mi
4h 34m
Ken Gray Expressway
61.7 mi
1h 6m
Tri-State Tollway
28.3 mi
35m
East Vienna Street
5.8 mi
8m
Cicero Avenue
4.9 mi
7m
South Des Plaines River Road
1.8 mi
3m
Mile-Long Bridge
0.9 mi
1m
167th Street
0.2 mi
<1m
Longest stretch:
I 57
— 254.2 mi, about 4h 34m
Turn-by-Turn Driving Directions
Step-by-step road directions between Des Plaines, IL and Anna, IL.
1
Start on Henry Avenue
0.1 mi·25 sec·Henry Avenue
2
Turn right onto South Des Plaines River Road
1.8 mi·3 min·South Des Plaines River Road
Use the left lane.
3
Take the ramp
0.4 mi·55 sec
Toward I 294 South: Indiana
4
Merge onto I 294
11 mi·14 min·Tri-State Tollway
Use the straight / slight right lanes.
5
Keep slight left at fork onto I 294
4.8 mi·5 min·Tri-State Tollway
6
Keep slight right at fork onto I 294
3.5 mi·4 min·Tri-State Tollway
Use the straight / slight right lanes.
7
Continue on I 294
0.9 mi·1 min·Mile-Long Bridge
8
Continue on I 294
8.5 mi·10 min·Tri-State Tollway
Use the straight / slight right lanes.
9
Take the exit
0.2 mi·28 sec
Exit 12 B-AToward IL 50 South, IL 83: Cicero Avenue, 127th StreetUse the straight / slight right lanes.
10
Keep slight left at fork
0.5 mi·1 min
Exit 12AToward IL 50 South: Cicero AvenueUse the straight lane.
11
Turn straight onto IL 50; IL 83
4.9 mi·7 min·Cicero Avenue
Use the left lane.
12
Turn left onto 167th Street
0.2 mi·26 sec·167th Street
Use the left lane.
13
Take the ramp
0.6 mi·1 min
Toward I 57 South: Kankakee, I-80
14
Merge onto I 57
188 mi·3 hr 23 min·I 57
Use the straight / slight right lanes.
15
Keep slight left at fork onto I 57
66 mi·1 hr 10 min·I 57
Toward I 57 South: Memphis
16
Keep slight right at fork onto I 57
62 mi·1 hr 6 min·Ken Gray Expressway
17
Take the exit
0.2 mi·34 sec
Toward IL 146: Anna, Vienna
18
Turn right onto IL 146
388 ft·6 sec·770N
19
Continue on IL 146
5.8 mi·8 min·East Vienna Street
20
Turn left onto IL 146
34 ft·0 sec·Broad Street
21
Arrive at destination
IL 146
Trip Plan
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.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 179.9 miles from Des Plaines, IL, or about 3h 26m into the drive.
The longest continuous stretch on this route runs about 254.2 miles.
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 79 miles or 1h 36m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 179.9 miles or 3h 26m 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 35m
Traffic, exits, and arrival timing usually matter more near Anna, IL than in the middle of the route.
Before You Leave
+
Open the route before leaving Des Plaines, 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 Des Plaines, IL
This is one driving day of about 359.8 miles and 6h 42m.
Your first comfortable stop window is around 79 miles from Des Plaines, 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.
The longest stretch is on I 57 for about 254.2 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 179.9 mi from Des Plaines, IL
· 3h 26m into the drive
Place data sourced from public business listings. Hours and availability may vary.
National Parks Near This Route
Worth a detour if your schedule allows.
Pullman National Historical Park
National Historical Park
In a growing Chicago neighborhood, diverse people and stories intertwined. All were seeking opportunity. Some succeeded. Others were limited—by race, gender, or economic status. Their stories came tog...
10 mi from route
~24 min detour
Free
near mile 37.2
Park data from the National Park Service API. Alerts update every 2 hours.
Fuel & Cost
Regular Gas
$56.25 one way
$112.50 round trip
$3.97/gal25.4 MPG avg126 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.36
$61.76
$123.52
premium
$4.89
$69.24
$138.48
diesel
$5.61
$79.44
$158.88
Estimated Tolls: $1.70
Tri-state Tollway
(28.3 mi)$1.70
Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.
Estimated Trip Cost (one way, 1 person)
Fuel
$56
Tolls
$2
Meals
$25–$50
Total
$83–$108
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 125.9 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $38 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
107.9
1
$37.78
$17.27
Efficient EV
90
1
$31.48
$14.39
EV Truck/SUV
143.9
1
$50.37
$23.03
Gas CO2
126 kg
EV CO2
42 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.
Forecast as of Apr 15, 2026
Origin
Des Plaines, IL
Late night
in Des Plaines on Friday
Local time
5:26 AM
CDT
Current temp
51°F
Unavailable
Live forecast
Destination
Anna, IL
Late night
in Anna on Friday
Local time
5:26 AM
CDT
Current temp
77°F
Unavailable
Live forecast
74°F
Charleston, IL
180 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
26 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
6h 42m on the road
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Des Plaines, IL to Anna, IL covers 359.8 miles and takes about 6h 42m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are I 57, Ken Gray Expressway, Tri-State Tollway. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 179.9 miles from Des Plaines, IL. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $56.25 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Start early — leave by 6-7 AM to arrive at a reasonable hour. This is a long drive — plan for a morning departure or consider splitting it into two days.
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 demanding drive. With 16 significant decision points across 359.8 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
The main spots that need attention: at 0.1 miles (South Des Plaines River Road): Lane positioning matters here; at 2.3 miles (I 294 / Tri-State Tollway): Merge point - match speed before joining. Lane positioning matters here; at 18.6 miles (I 294 / Tri-State Tollway): Highway fork - watch signs carefully. Lane positioning matters here.
The route from Des Plaines, IL to Anna, IL does not surface many named destination signs beyond the main corridor.
Yes. Nearby national parks include Pullman National Historical Park.
How this page is built
Compiled and maintained by the Trip.ovh planning team at COD Solutions Oy (Helsinki). Each route is built from authoritative open government and mapping datasets rather than crowdsourced reviews. Distances and geometry come from
OSRM
over
OpenStreetMap.
Fuel cost uses
EIA
weekly regional averages.
National park proximity is from the
NPS API.
Pages are published only after passing our data-quality checks; our
methodology page
documents refresh cadence, editorial standards, and known limitations.
