How far is Waukegan, IL from Sleepy Hollow, IL?
The driving distance from Waukegan, IL to Sleepy Hollow, IL is about 38.2 miles (61.5 km), with a travel time of about 01h 04m by car.
- The straight-line flight distance is about 29.9 miles (48.1 km).
- For a round trip, plan for roughly 02h 09m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM CST.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 01h 04m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Village in Lake County, Illinois, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Waukegan and Sleepy Hollow.
Turn-by-Turn Driving Directions
Step-by-step road directions between Waukegan and Sleepy Hollow.
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1
Start on North Jackson Street
2647 ft · 1 min · North Jackson Street
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2
Turn right onto Glen Rock Avenue
2495 ft · 1 min · Glen Rock Avenue
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3
Turn right onto Belvidere Street
1.6 mi · 3 min · Belvidere Street
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4
Continue on Belvidere Road
6.3 mi · 9 min · Belvidere Road
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5
Continue on East Belvidere Road
1 mi · 2 min · East Belvidere Road
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6
Turn left onto South Atkinson Road
2824 ft · 58 sec · South Atkinson Road
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7
Continue on Ivanhoe Road
3.7 mi · 6 min · Ivanhoe Road
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8
Continue on Schank Avenue
797 ft · 24 sec · Schank Avenue
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9
Turn right
5.4 mi · 9 min
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10
Turn left onto Barrington Road
2852 ft · 1 min · Barrington Road
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11
Continue straight
7.8 mi · 13 min
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12
Turn slight right
87 m · 5 sec
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13
Continue on New Sutton Road
1.6 mi · 2 min · New Sutton Road
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14
Continue on Dundee Road
1.4 mi · 2 min · Dundee Road
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15
Continue on Dundee Road
1407 ft · 27 sec · Dundee Road
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16
Keep slight left to continue on Dundee Road
4.8 mi · 7 min · Dundee Road
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17
At the end of the road, turn right onto East Main Street
1.4 mi · 3 min · East Main Street
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18
Turn left onto Locust Drive
2163 ft · 2 min · Locust Drive
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19
Turn right onto Willow Lane
1607 ft · 1 min · Willow Lane
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20
Arrive at your destination
0 m · 1 sec · Willow Lane
Car Route Details
A richer read on the saved driving route between Waukegan and Sleepy Hollow.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
Barrington Road
Continue straight
7.77 mi · 00h 13m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Partly Sunny leaving Waukegan and Mostly Sunny near Sleepy Hollow.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Waukegan to Sleepy Hollow?
The road trip is about 38.2 miles (61.5 km) and usually takes 01h 04m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Wauconda is a useful midpoint, sitting about 19.1 miles from Waukegan and 19.1 miles from Sleepy Hollow.
How much longer is the road route than the straight-line distance?
The direct path is about 29.9 miles (48.1 km), while the road route adds roughly 8.3 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 8:00 AM to 10:00 AM CST. If you want a more comfortable same-day return, try to leave by 4:20 PM CST.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $6.07 one way or $12.14 round trip. Estimated CO2 is about 12 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny around Waukegan and Mostly Sunny near Sleepy Hollow.
Stop Ideas Near Wauconda
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Wauconda.
Glenview station
Naperville
La Grange Road
Sturtevant station
Flight Path Map
This map shows the direct air route between Waukegan and Sleepy Hollow. Straight-line distance: 29.92 mi (48.15 km).
#1 Waukegan
The second most populous city in Lake County, Illinois.
| Population | 85,453 |
| Coordinates | 42.3636300, -87.8447900 |
| Altitude | 199 |
| Country | United States |
#2 Sleepy Hollow
Sleepy Hollow is a place in Illinois, United States.
| Population | 0 |
| Coordinates | 42.0941900, -88.3025800 |
| Altitude | 225 |
| Country | United States |
End: Sleepy Hollow (-88.30258, 42.09419)
Estimated Travel Time
Distance: 61 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 16m |
| 40 mph (64.37 km/h) | 00h 57m |
| 50 mph (80.47 km/h) | 00h 45m |
| 60 mph (96.56 km/h) | 00h 38m |
| 70 mph (112.65 km/h) | 00h 32m |
| 80 mph (129 km/h) | 00h 28m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.50 | $6.07 | $12.14 |
| Mid-grade | $5.12 | $6.91 | $13.82 |
| Premium | $5.68 | $7.66 | $15.33 |
| Diesel | $6.52 | $8.80 | $17.61 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Illinois · Nov 09, 2026