Chicago to Pittsfield is 269 miles and takes about 5h 4m via Adlai Stevenson Expressway and I-55/I-72, with a fuel budget near $42 and enough daylight to finish in a day. This trip stays within the Midwest, beginning in Illinois and ending in Illinois. With 99% of the route on highways, you'll find it's a straightforward drive for a single day. It's a practical option if you're looking for a direct route between these two points without much fuss.
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
134.5 miles from Chicago, IL
A natural place for your longest stop of the day
, about 2h 36m into the drive
.
Hour-of-day weekday pattern from 12 FHWA count stations on your route.
Peak
4 PM
~1,689 veh/hr typical
· worst 2,115
Quietest
2 AM
~152 veh/hr
Peak-to-quiet ratio
11.1×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 52 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).
Turn-by-Turn Driving Directions
Step-by-step road directions between Chicago, IL and Pittsfield, IL.
1
Start on this road
0.2 mi·1 min·this road
2
At end of 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
Use the left lane.
4
Turn right onto South Canalport Avenue
285 ft·5 sec·South Canalport Avenue
5
Turn slight right
110 ft·4 sec
6
Take the ramp
455 ft·11 sec
Toward I 90 East, I 94 East
7
Keep slight right at fork
0.3 mi·44 sec
Toward I 55: Saint Louis, Lake Shore DriveUse the slight left / slight right lanes.
8
Keep slight right at fork
0.5 mi·1 min
Exit 53BToward I 55 South: St LouisUse the slight left / slight right lanes.
9
Merge onto I 55
5.6 mi·7 min·Stevenson Expressway
Use the straight / slight right lanes.
10
Continue on I 55
0.3 mi·27 sec·Adlai E Stevenson Expressway
11
Continue on I 55
129 mi·2 hr 26 min·Adlai Stevenson Expressway
Use the straight / slight right lanes.
12
Keep slight right at fork onto I 55
65 mi·1 hr 10 min·I 55
Toward I 55 South: Saint Louis, SpringfieldUse the straight / slight right lanes.
13
Keep slight right at fork onto I 72; US 36
62 mi·1 hr 7 min·I 72; US 36
Toward I 72 West, US 36 West: Jacksonville
14
Take the exit
0.2 mi·24 sec
Exit 35Toward US 54, IL 107: Griggsville, Pittsfield
15
Turn slight left onto US 54
5.2 mi·8 min·US 54
Use the straight lane.
16
Turn right onto East Adams Street
0.1 mi·24 sec·East Adams Street
17
Arrive at destination
East Adams Street
Trip Plan
Given the 5h 4m duration, leaving Chicago in the morning allows ample time to reach Pittsfield well before evening. The drive is mostly highway, so the single recommended stop might be more for stretching your legs than necessity. With a fuel cost estimated at $42, it's a budget-friendly trip. Keep an eye on your fuel gauge, especially during the 128.7-mile stretch on the Adlai Stevenson Expressway, as services can sometimes be spaced out on long highway segments.
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 134.5 miles from Chicago, IL, or about 2h 36m into the drive.
The longest continuous stretch on this route runs about 128.7 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 59 miles or 1h 10m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 134.5 miles or 2h 36m 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 9m
Traffic, exits, and arrival timing usually matter more near Pittsfield, 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 269 miles and 5h 4m.
Your first comfortable stop window is around 59 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.
The longest stretch is on Adlai Stevenson Expressway for about 128.7 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 12
5 decision points cluster between mile 0.4 and 201 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
6
0.4 mi into trip|~1m in|South Halsted Street
Turn left onto South Halsted Street
Lane positioning matters here
Use the left lane.
8
0.7 mi into trip|~2m in
Keep slight right at fork toward I 55: Saint Louis, Lake Shore Drive
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Toward I 55: Saint Louis, Lake Shore Drive
8
1 mi into trip|~2m in
Keep slight right at fork toward I 55 South: St Louis
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left / slight right lanes.
Exit 53B
Toward I 55 South: St Louis
8
136.1 mi into trip|~2h 38m in|I 55
Keep slight right at fork onto I 55 toward I 55 South: Saint Louis, Springfield
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Toward I 55 South: Saint Louis, Springfield
6
201 mi into trip|~3h 48m in|I 72; US 36
Keep slight right at fork onto I 72; US 36 toward I 72 West, US 36 West: Jacksonville
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Toward I 72 West, US 36 West: Jacksonville
Fuel & Cost
Regular Gas
$39.73 one way
$79.45 round trip
$3.75/gal25.4 MPG avg94 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.14
$43.86
$87.71
premium
$4.72
$49.95
$99.89
diesel
$4.80
$50.79
$101.58
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$40
Meals
$25–$50
Total
$65–$90
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 94.1 kg one way.
Prices: EIA weekly data, 2026-07-13.
Driving Electric?
About $28 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
80.7
0
$28.25
$12.91
Efficient EV
67.3
0
$23.54
$10.76
EV Truck/SUV
107.6
1
$37.66
$17.22
Gas CO2
94 kg
EV CO2
31 kg (67% less)
Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.
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 Jul 18, 2026
Origin
Chicago, IL
Morning
in Chicago on Sunday
Local time
11:41 AM
CDT
Current temp
77°F
Mostly Clear
SW 5 to 10 mph10% chanceLive forecast
Flood Warning
Flood Warning issued July 17 at 9:11PM CDT until July 18 at 1:00PM CDT by NWS Lincoln IL
Flood Warning
Flood Warning issued July 17 at 9:11PM CDT until July 19 at 7:00AM CDT by NWS Lincoln IL
Destination
Pittsfield, IL
Morning
in Pittsfield on Sunday
Local time
11:41 AM
CDT
Current temp
74°F
Mostly Clear
W 7 mph3% chanceLive forecast
Flood Warning
Flood Warning issued July 17 at 9:11PM CDT until July 18 at 1:00PM CDT by NWS Lincoln IL
Flood Warning
Flood Warning issued July 17 at 9:11PM CDT until July 19 at 7:00AM CDT by NWS Lincoln IL
85°F
Bloomington, IL
135 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
3 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
5h 4m 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.
National Parks Near This Route
Worth a detour if your schedule allows.
Springfield 1908 Race Riot National Monument
National Monument
In August 1908, a large White mob attacked the Black community in Springfield, Illinois. Rioters destroyed homes and businesses and lynched two men. The event led to the founding of the National Assoc...
3 mi from route
~7 min detour
Free
near mile 194.8
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...
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This drive is primarily highway cruising, with 99% of the 269 miles on major roads like the Adlai Stevenson Expressway, I-55, and I-72. You'll encounter a lengthy stretch of 128.7 miles on the Adlai Stevenson Expressway, meaning you'll be on this highway for a significant portion of the trip. Expect dense exits and merges as you navigate this mostly highway profile.
99% highway — fuel and pacing are the main things to plan.
17 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 128.7 mi on Adlai Stevenson Expressway.
How Hard Is This Drive?
7/10
This is a straightforward highway drive that stays mostly on Adlai Stevenson Expressway and I 55. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 0.4 miles in near South Halsted Street.
Driving Effort7/10
Demanding - plan breaks and stay ahead of the key maneuvers
Balances navigation complexity with total wheel time.
This is a demanding drive. With 12 significant decision points across 269 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 0.4 miles (South Halsted Street): Lane positioning matters here; at 0.7 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 1 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Elevation Profile
Mostly flat terrain
775 ft530 ft
Total Climb
603 ft
Total Descent
456 ft
Highest Point
775 ft
~134.5 mi in
Elevation Range
245 ft
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
On the drive from Chicago, IL to Pittsfield, IL, road signs begin pointing toward Springfield along the way.
Chicago is the home of the blues and the truth of jazz, the heart of comedy and the idea of the skyscraper. Here, the age of railroads found its center, and airplanes followed suit. "Stormy, Husky, Brawling / City of Big Shoulders," Chicago is a Heartland boomtown, its ethos defined by urban planner Daniel Burnham's immortal vision: "Make no little plans; they have no magic to stir men's blood." It is one of the world's great cities and the third largest city in the United States, behind only New York City and Los Angeles.
As the hub of the Midwest, Chicago is easy to find — its picturesque skyline calls across the waters of Lake Michigan, a first impression that soon reveals world-class museums of art and science, miles of sandy beaches, huge parks and public art, and perhaps the finest downtown collection of modern architecture in the world.
Top landmarks
•Willis Tower — skyscraper in Chicago, Illinois
•Art Institute of Chicago — art museum and school in Chicago, United States
•Wrigley Field — baseball stadium in Chicago, Illinois, USA; home venue of the Chicago Cubs
Doable as a same-day drive at 5h 4m. Total distance: 269 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 4m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (99%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 128.7 miles on Adlai Stevenson Expressway. The full list of main roads is in the Roads section above.
Yes — we found about 33 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Pittsfield, IL before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Only with planning. This is a long drive for kids — consider splitting it into two days rather than pushing through. Plan at least 1 meaningful breaks. There are 33 rest areas along the route for bathroom stops.
The main spots that need attention: at 0.4 miles (South Halsted Street): Lane positioning matters here; at 0.7 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 1 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Yes — Springfield 1908 Race Riot National Monument and Pullman National Historical Park. See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 5.1 hours each way, a round trip means 10.1 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Pittsfield, IL before the return drive.
