This 314.9-mile drive from Lebanon, IL to Waukegan, IL takes approximately 6 hours and 5 minutes, making it a feasible day trip for those looking to cover ground efficiently. The route is primarily highway-focused, with 77% of the journey on major interstates like I-55 and the Tri-State Tollway. With an estimated fuel cost of $49, this trip offers a straightforward way to travel within the Midwest region. You'll spend the majority of your time on I-55, covering a significant 243.4-mile stretch before transitioning to other main roads. This direct path is best suited for travelers prioritizing speed and ease of navigation over extensive sightseeing.
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
157.4 miles from Lebanon, IL
A natural place for your longest stop of the day
, about 2h 59m into the drive
.
Main Roads
Road
Distance
Duration
I 55
243.4 mi
4h 26m
Tri-State Tollway
41.8 mi
50m
North Madison Street
22.6 mi
33m
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
East Saint Louis Street
<0.1 mi
<1m
Longest stretch:
I 55
— 243.4 mi, about 4h 26m
Turn-by-Turn Driving Directions
Step-by-step road directions between Lebanon, IL and Waukegan, IL.
1
Start on US 50
77 ft·4 sec·East Saint Louis Street
2
Turn right onto IL 4
23 mi·33 min·North Madison Street
3
Take the ramp
0.3 mi·44 sec
4
Merge onto I 55
93 mi·1 hr 40 min·I 55
5
Keep slight right at fork onto I 55
29 mi·31 min·I 55
Toward I 55 North: ChicagoUse the straight / slight right lanes.
6
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.
7
Take the exit
1.6 mi·3 min
Exit 277AToward I 294 Tollway North: WisconsinUse the right lane.
8
Keep slight left at fork
0.3 mi·41 sec
Toward I 294 North: Wisconsin
9
Merge onto I 294
4.8 mi·5 min·Tri-State Tollway
Use the straight / slight right lanes.
10
Keep slight left at fork onto I 294
37 mi·45 min·Tri-State Tollway
Use the straight / slight right lanes.
11
Take the exit
0.4 mi·47 sec
Exit 11AToward IL 120 East: Belvidere RoadUse the straight / slight right lanes.
12
Turn straight onto IL 120
1.9 mi·2 min·Belvidere Road
13
Continue on IL 120
1.6 mi·3 min·Belvidere Street
14
Turn left onto Glen Rock Avenue
0.5 mi·1 min·Glen Rock Avenue
Use the left lane.
15
Turn left onto South Jackson Street
0.5 mi·1 min·South Jackson Street
16
Arrive at destination
North Jackson Street
Trip Plan
Given the 6-hour duration, departing Lebanon, IL early in the morning is advisable to maximize daylight and minimize potential traffic, especially as you approach the Chicago metropolitan area. While the fuel cost is estimated at $49, it's always wise to factor in potential fluctuations. The longest stretch without a major road change is 243.4 miles on I-55, so plan for a comfortable rest stop before embarking on that segment. With only one recommended stop, you have flexibility in choosing your break point, but ensure it's well-timed to avoid fatigue on this primarily interstate drive.
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 157.4 miles from Lebanon, IL, or about 2h 59m into the drive.
The longest continuous stretch on this route runs about 243.4 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 69 miles or 1h 24m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 157.4 miles or 2h 59m 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 51m
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 Lebanon, 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 Lebanon, IL
This is one driving day of about 314.9 miles and 6h 5m.
Your first comfortable stop window is around 69 miles from Lebanon, 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 243.4 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 116.2 and 310 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
7
116.2 mi into trip|~2h 15m 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
145.5 mi into trip|~2h 46m 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
266.3 mi into trip|~5h 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
273 mi into trip|~5h 10m 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
310 mi into trip|~5h 55m 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
Fuel & Cost
Regular Gas
$49.23 one way
$98.46 round trip
$3.97/gal25.4 MPG avg110 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.36
$54.05
$108.11
premium
$4.89
$60.60
$121.20
diesel
$5.61
$69.53
$139.05
Estimated Tolls: $2.51
Tri-state Tollway
(41.8 mi)$2.51
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
$49
Tolls
$3
Meals
$25–$50
Total
$77–$102
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 110.2 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $33 in charging
· 1 stop
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
94.5
1
$33.06
$15.12
Efficient EV
78.7
0
$27.55
$12.60
EV Truck/SUV
126
1
$44.09
$20.15
Gas CO2
110 kg
EV CO2
37 kg (66% 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 18, 2026
Origin
Lebanon, IL
Late night
in Lebanon on Sunday
Local time
3:11 AM
CDT
Current temp
76°F
Unavailable
Live forecast
Destination
Waukegan, IL
Late night
in Waukegan on Sunday
Local time
3:11 AM
CDT
Current temp
42°F
Showers And Thunderstorms
WSW 15 to 20 mph100% chanceLive forecast
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
34 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
6h 5m 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.
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...
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...
18 mi from route
~46 min detour
Free
near mile 271.9
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
Expect a highway-focused drive for the bulk of this 314.9-mile journey. With 77% of the route on interstates, you'll experience a consistent pace for much of the 6 hours and 5 minutes. The longest uninterrupted stretch is a substantial 243.4 miles on I-55, meaning extended periods of high-speed travel. While the primary roads are interstates, the transition to North Madison Street near Waukegan will offer a slight change of pace. This route is designed for efficient travel, minimizing detours and focusing on covering distance.
77% highway — fuel and pacing are the main things to plan.
16 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 243.4 mi on I 55.
How Hard Is This Drive?
8/10
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 116.2 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 314.9 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 116.2 miles (I 55): Highway fork - watch signs carefully. Lane positioning matters here; at 145.5 miles (I 55): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 266.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
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 Lebanon, IL to Waukegan, IL, road signs begin pointing toward Peoria along the way.
Waukegan is in the Far North Suburbs of the Chicagoland region of Illinois. It sits on Lake Michigan, has a large harbor, and is the county seat of Lake County, Illinois.
Doable as a same-day drive at 6h 5m. Total distance: 314.9 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
6h 5m drive, plan rest stops for pacing.
Frequently Asked Questions
The longest stretch is about 243.4 miles on I 55. The full list of main roads is in the Roads section above.
Expect about $2.51 in tolls one way, starting with Tri-state Tollway. Most Northeast and Midwest toll agencies accept E-ZPass; in the West and Texas, transponders like TxTag or FasTrak apply. If you do not have a transponder, cashless tolling plates will mail a bill to the vehicle's registered address — usually with a surcharge, so a rental-car toll pass is often cheaper than paying by mail.
We did not find dedicated rest areas on this route. For a drive this long, plan bathroom and stretch breaks around gas stations, fast-food stops, or small-town downtowns — check the Nearby Places section for options.
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 Waukegan, 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. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.
The main spots that need attention: at 116.2 miles (I 55): Highway fork - watch signs carefully. Lane positioning matters here; at 145.5 miles (I 55): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 266.3 miles: Exit ramp - move to the correct lane early. 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 6.1 hours each way, a round trip means 12.2 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Waukegan, IL before the return drive.
