The drive from Hillsboro, IL to Waukegan, IL covers 283.2 miles and takes about 5h 26m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on I 55, Tri-State Tollway, Springfield Road for much of the mileage,
and the overall profile is highway-focused drive.
The longest uninterrupted segment is about 224.1 miles on I 55.
At current regular gas prices, budget about $44.28 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
141.6 miles from Hillsboro, IL
A natural place for your longest stop of the day
, about 2h 38m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 5h 26m. Total distance: 283.2 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 26m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (79%). Some complex stretches to watch for.
Drive Character
This is a 5h 26m highway drive covering 283.2 miles, with most of the trip on I 55 and Tri-State Tollway. The longest continuous stretch is about 224.1 miles on I 55.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 19 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
I 55 is the longest continuous segment at about 224.1 miles.
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on I 55 and Tri-State Tollway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 84.4 miles in near I 55.
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 12 significant decision points across 283.2 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 84.4 miles (I 55): Highway fork - watch signs carefully. Lane positioning matters here; at 113.8 miles (I 55): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 234.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Critical Maneuvers
5 of 12 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
7
84.4 mi into trip|~1h 36m in|I 55
Keep slight right at fork onto I 55 toward I 55 North: Chicago
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Toward I 55 North: Chicago
8
113.8 mi into trip|~2h 7m in|I 55
Keep slight left at fork onto I 55 toward I 55 North, I 74 West: Chicago, Peoria
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 North, I 74 West: Chicago, Peoria
7
234.6 mi into trip|~4h 22m in
Take the exit toward I 294 Tollway North: Wisconsin
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the right lane.
Exit 277A
Toward I 294 Tollway North: Wisconsin
6
241.3 mi into trip|~4h 32m in|I 294 / Tri-State Tollway
Keep slight left at fork onto I 294 / Tri-State Tollway
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
7
278.3 mi into trip|~5h 17m in
Take the exit toward IL 120 East: Belvidere Road
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the straight / slight right lanes.
Exit 11A
Toward IL 120 East: Belvidere Road
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 Hillsboro, IL to Waukegan, IL, road signs begin pointing toward Peoria along the way.
Peoria
113.8 mi in|~2h 7m|via I 55
Main Roads
Road
Distance
Duration
I 55
224.1 mi
4h 5m
Tri-State Tollway
41.8 mi
50m
Springfield Road
7.4 mi
10m
East Union Avenue
2.2 mi
3m
Belvidere Road
1.9 mi
2m
Belvidere Street
1.6 mi
3m
South Jackson Street
0.5 mi
1m
Glen Rock Avenue
0.5 mi
1m
Longest stretch:
I 55
— 224.1 mi, about 4h 5m
Turn-by-Turn Driving Directions
Step-by-step road directions between Hillsboro, IL and Waukegan, IL.
1
Start on West Seward Street
279 ft·17 sec·West Seward Street
2
Turn left onto IL 16; IL 127
105 ft·1 sec·South Hamilton Street
3
Turn slight left onto IL 16; IL 127
7.4 mi·10 min·Springfield Road
4
Continue on IL 16
2.2 mi·3 min·East Union Avenue
5
Continue on IL 16
0.4 mi·42 sec·County Road 1200 N
6
Take the ramp
0.4 mi·49 sec
Toward I 55 North: Springfield
7
Merge onto I 55
74 mi·1 hr 20 min·I 55
8
Keep slight right at fork onto I 55
29 mi·31 min·I 55
Toward I 55 North: ChicagoUse the straight / slight right lanes.
9
Keep slight left at fork onto I 55
121 mi·2 hr 14 min·I 55
Toward I 55 North, I 74 West: Chicago, PeoriaUse the straight / slight right lanes.
10
Take the exit
1.6 mi·3 min
Exit 277AToward I 294 Tollway North: WisconsinUse the right lane.
11
Keep slight left at fork
0.3 mi·41 sec
Toward I 294 North: Wisconsin
12
Merge onto I 294
4.8 mi·5 min·Tri-State Tollway
Use the straight / slight right lanes.
13
Keep slight left at fork onto I 294
37 mi·45 min·Tri-State Tollway
Use the straight / slight right lanes.
14
Take the exit
0.4 mi·47 sec
Exit 11AToward IL 120 East: Belvidere RoadUse the straight / slight right lanes.
15
Turn straight onto IL 120
1.9 mi·2 min·Belvidere Road
16
Continue on IL 120
1.6 mi·3 min·Belvidere Street
17
Turn left onto Glen Rock Avenue
0.5 mi·1 min·Glen Rock Avenue
Use the left lane.
18
Turn left onto South Jackson Street
0.5 mi·1 min·South Jackson Street
19
Arrive at destination
North Jackson Street
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 141.6 miles from Hillsboro, IL, or about 2h 38m into the drive.
The longest continuous stretch on this route runs about 224.1 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 62 miles or 1h 12m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 141.6 miles or 2h 38m 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 19m
Traffic, exits, and arrival timing usually matter more near Waukegan, IL than in the middle of the route.
Before You Leave
+
Open the route before leaving Hillsboro, 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 Hillsboro, IL
This is one driving day of about 283.2 miles and 5h 26m.
Your first comfortable stop window is around 62 miles from Hillsboro, 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 55 for about 224.1 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 141.6 mi from Hillsboro, IL
· 2h 38m 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.
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...
4 mi from route
~10 min detour
Free
near mile 58.6
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...
16 mi from route
~41 min detour
Free
near mile 234.4
Station data from NREL Alternative Fuel Stations database.
Driving Electric?
About $30 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
85
1
$29.74
$13.59
Efficient EV
70.8
0
$24.78
$11.33
EV Truck/SUV
113.3
1
$39.65
$18.12
Gas CO2
99 kg
EV CO2
33 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 14, 2026
Origin
Hillsboro, IL
Late night
in Hillsboro on Saturday
Local time
1:21 AM
CDT
Current temp
73°F
Unavailable
Live forecast
Destination
Waukegan, IL
Late night
in Waukegan on Saturday
Local time
1:21 AM
CDT
Current temp
56°F
Showers And Thunderstorms
NNW 10 mph79% chanceLive forecast
Severe Thunderstorm Warning
Severe Thunderstorm Warning issued April 14 at 4:23AM CDT until April 14 at 5:30AM CDT by NWS St Louis MO
Flood Warning
Flood Warning issued April 13 at 9:43PM CDT until April 18 at 7:00PM CDT by NWS St Louis MO
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
17 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 26m 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 Hillsboro, IL to Waukegan, IL covers 283.2 miles and takes about 5h 26m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are I 55, Tri-State Tollway, Springfield Road. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 141.6 miles from Hillsboro, IL. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $44.28 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 demanding drive. With 12 significant decision points across 283.2 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 84.4 miles (I 55): Highway fork - watch signs carefully. Lane positioning matters here; at 113.8 miles (I 55): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 234.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
On the drive from Hillsboro, IL to Waukegan, IL, road signs begin pointing toward Peoria along the way.
Yes. Nearby national parks include Springfield 1908 Race Riot National Monument and Pullman National Historical Park.
How this page is built
Compiled by the Trip.ovh planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, NREL for EV charging, and NPS for national parks. See our methodology for refresh cadence and limitations.
