Pleasant Grove to Waukegan is 382.4 miles and takes about 7h 17m via I 57 and IL 37, with a fuel budget near $60 and enough daylight to finish in a day. This trip stays within Illinois, moving from the Midwest region to the Midwest region. Expect a route that is predominantly highway driving, making for a straightforward trip. With just two recommended stops and a mostly highway profile, this drive is well-suited for a single day of travel.
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
2 planned breaks
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
191.2 miles from Pleasant Grove, IL
A natural place for your longest stop of the day
, about 3h 34m into the drive
.
Main Roads
Road
Distance
Duration
I 57
195.2 mi
3h 34m
Ken Gray Expressway
117.9 mi
2h 7m
IL 37
13.6 mi
19m
Edens Expressway
13.5 mi
17m
South Skokie Highway
8.2 mi
10m
Kennedy Expressway
8.2 mi
11m
Dan Ryan Expressway (Express)
7.9 mi
11m
Skokie Highway
3.8 mi
4m
Longest stretch:
I 57
— 195.2 mi, about 3h 34m
Traffic on I-57
Hour-of-day weekday pattern from 16 FHWA count stations on your route.
Peak
3 PM
~1,006 veh/hr typical
· worst 1,239
Quietest
3 AM
~158 veh/hr
Peak-to-quiet ratio
6.4×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 51 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 Pleasant Grove, IL and Waukegan, IL.
1
Start on Pleasant Grove Road
383 ft·18 sec·Pleasant Grove Road
2
Turn left onto IL 146
3.3 mi·4 min·West Vine Street
3
Turn left onto IL 37
14 mi·19 min·IL 37
4
Turn straight onto IL 148
0.4 mi·41 sec·IL 148
5
Take the ramp
0.3 mi·37 sec
6
Merge onto I 57
50 mi·54 min·Ken Gray Expressway
7
Keep slight right at fork onto I 57
67 mi·1 hr 12 min·Ken Gray Expressway
Toward I 57 North: Chicago
8
Keep slight left at fork onto I 57
195 mi·3 hr 34 min·I 57
Toward I 57 North: ChicagoUse the straight / slight right lanes.
9
Continue on I 94
3.3 mi·4 min·Dan Ryan Expressway
Use the straight / slight right lanes.
10
Keep slight left at fork onto I 94
7.9 mi·11 min·Dan Ryan Expressway (Express)
Toward I 90 Express, I 94 Express: Pershing RoadUse the straight / slight right lanes.
11
Continue on I 90; I 94
8.2 mi·11 min·Kennedy Expressway
Use the straight / slight right lanes.
12
Continue on I 94
14 mi·17 min·Edens Expressway
Toward I 94 West: MilwaukeeUse the straight / slight right lanes.
13
Keep slight left at fork onto US 41
3.8 mi·4 min·Skokie Highway
Use the straight / slight right lanes.
14
Continue on US 41
3.4 mi·3 min·Skokie Valley Road
15
Continue on US 41
8.2 mi·10 min·South Skokie Highway
Use the left lane.
16
Take the exit
0.3 mi·36 sec
Toward IL 120 EastUse the straight / slight right lanes.
17
Turn straight onto IL 120
0.3 mi·33 sec·Belvidere Road
18
Continue on IL 120
1.6 mi·3 min·Belvidere Street
19
Turn left onto Glen Rock Avenue
0.5 mi·1 min·Glen Rock Avenue
Use the left lane.
20
Turn left onto South Jackson Street
0.5 mi·1 min·South Jackson Street
21
Arrive at destination
North Jackson Street
Trip Plan
To make the most of this 7-hour drive, aim for an early morning start to maximize daylight. You'll have two planned stops, which should be sufficient for breaks over the 382.4 miles. The longest stretch without a major road change is 195.2 miles on I 57, so plan your refueling before you hit that segment if needed. Given the $60 fuel cost estimate, it's wise to check gas prices along I 57 as you travel.
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 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 191.2 miles from Pleasant Grove, IL, or about 3h 34m into the drive.
The longest continuous stretch on this route runs about 195.2 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 84 miles or 1h 37m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 191.2 miles or 3h 34m 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 58m
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 Pleasant Grove, 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.
+
Pick one backup stop option before the midpoint in case traffic changes your pacing.
Day 1
Settle into the route from Pleasant Grove, IL
This is one driving day of about 382.4 miles and 7h 17m.
Your first comfortable stop window is around 84 miles from Pleasant Grove, IL.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on I 57 for about 195.2 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 68.2 and 379.2 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
5
68.2 mi into trip|~1h 20m in|I 57 / Ken Gray Expressway
Keep slight right at fork onto I 57 / Ken Gray Expressway toward I 57 North: Chicago
Highway fork - watch signs carefully
Toward I 57 North: Chicago
7
135.6 mi into trip|~2h 33m in|I 57
Keep slight left at fork onto I 57 toward I 57 North: Chicago
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Toward I 57 North: Chicago
8
334.2 mi into trip|~6h 11m in|I 94 / Dan Ryan Expressway (Express)
Keep slight left at fork onto I 94 / Dan Ryan Expressway (Express) toward I 90 Express, I 94 Express: Pershing Road
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Toward I 90 Express, I 94 Express: Pershing Roa...
6
363.8 mi into trip|~6h 52m in|US 41 / Skokie Highway
Keep slight left at fork onto US 41 / Skokie Highway
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
6
379.2 mi into trip|~7h 10m in
Take the exit toward IL 120 East
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the straight / slight right lanes.
Toward IL 120 East
Fuel & Cost
Regular Gas
$56.47 one way
$112.94 round trip
$3.75/gal25.4 MPG avg134 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.14
$62.34
$124.69
premium
$4.72
$71.00
$142.00
diesel
$4.80
$72.20
$144.41
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$56
Meals
$25–$50
Total
$81–$106
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 133.8 kg one way.
Prices: EIA weekly data, 2026-07-13.
Driving Electric?
About $40 in charging
· 1 stop
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
114.7
1
$40.15
$18.36
Efficient EV
95.6
1
$33.46
$15.30
EV Truck/SUV
153
1
$53.54
$24.47
Gas CO2
134 kg
EV CO2
45 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 Jul 17, 2026
Origin
Pleasant Grove, IL
Late night
in Pleasant Grove on Saturday
Local time
4:14 AM
CDT
Current temp
72°F
Partly Cloudy
0 mph10% chanceLive forecast
Flood Warning
Flood Warning issued July 16 at 8:29PM CDT until July 18 at 7:00PM CDT by NWS Lincoln IL
Flood Warning
Flood Warning issued July 16 at 8:29PM CDT until July 19 at 1:00PM CDT by NWS Lincoln IL
Destination
Waukegan, IL
Late night
in Waukegan on Saturday
Local time
4:14 AM
CDT
Current temp
70°F
Smoke
E 0 to 5 mph0% chanceLive forecast
Flood Warning
Flood Warning issued July 16 at 8:29PM CDT until July 18 at 7:00PM CDT by NWS Lincoln IL
Flood Warning
Flood Warning issued July 16 at 8:29PM CDT until July 19 at 1:00PM CDT by NWS Lincoln IL
63°F
Martinsville, IL
191 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
2 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
7h 17m 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.
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...
2 mi from route
~6 min detour
Free
near mile 329.7
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This route is 94% highway, meaning you'll spend most of your time on faster-paced roads. You'll encounter the longest continuous stretch of driving on I 57, covering 195.2 miles. The transition to surface roads like IL 37 will occur later in the trip. Given the highway dominance, anticipate a steady pace with fewer abrupt changes in speed until the final leg.
94% highway — fuel and pacing are the main things to plan.
21 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 195.2 mi on I 57.
How Hard Is This Drive?
7/10
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 68.2 miles in near I 57 / Ken Gray Expressway.
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 382.4 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 68.2 miles (I 57 / Ken Gray Expressway): Highway fork - watch signs carefully; at 135.6 miles (I 57): Highway fork - watch signs carefully. Lane positioning matters here; at 334.2 miles (I 94 / Dan Ryan Expressway (Express)): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
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.
Top landmarks
•Waukegan Public Library — library
•Waukegan Building — office building in Waukegan, Illinois, United States
•Hotel Waukegan — historic hotel in Waukegan, Illinois, USA
Doable as a same-day drive at 7h 17m. Total distance: 382.4 miles.
Family Friendly
Moderate complexity with 2 natural rest stops along the way.
Solo Traveler
7h 17m drive, plan rest stops for pacing.
Frequently Asked Questions
The longest stretch is about 195.2 miles on I 57. The full list of main roads is in the Roads section above.
Yes — we found about 48 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 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 2 meaningful breaks. There are 48 rest areas along the route for bathroom stops.
The main spots that need attention: at 68.2 miles (I 57 / Ken Gray Expressway): Highway fork - watch signs carefully; at 135.6 miles (I 57): Highway fork - watch signs carefully. Lane positioning matters here; at 334.2 miles (I 94 / Dan Ryan Expressway (Express)): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Yes — Pullman National Historical Park. See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 7.3 hours each way, a round trip means 14.6 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.
