How far is Sleepy Hollow, IL from Des Plaines, IL?
The driving distance from Sleepy Hollow, IL to Des Plaines, IL is about 345.9 miles (556.7 km), with a travel time of about 05h 27m by car.
- The straight-line flight distance is about 311.5 miles (501.3 km).
- For a round trip, plan for roughly 10h 55m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM CDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
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 05h 27m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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.
City in Illinois
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Sleepy Hollow and Des Plaines.
Turn-by-Turn Driving Directions
Step-by-step road directions between Sleepy Hollow and Des Plaines.
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1
Start on Sleepy Hollow Lane
145 m · 23 sec · Sleepy Hollow Lane
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2
Turn right onto Power Plant Road
2.1 mi · 5 min · Power Plant Road
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3
At the end of the road, turn left onto Lake Egypt Road
1.5 km · 2 min · Lake Egypt Road
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4
Turn left
1753 ft · 32 sec
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5
At the end of the road, turn right
2311 ft · 41 sec
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6
Take the ramp right
1538 ft · 37 sec
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7
Merge slight left onto Ken Gray Expressway
50.5 mi · 54 min · Ken Gray Expressway
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8
Keep slight right to continue on Ken Gray Expressway
67.5 mi · 1 hr 13 min · Ken Gray Expressway
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9
Keep slight left to continue on I 57 North: Chicago
185.5 mi · 3 hr 21 min
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10
Take the exit slight right toward IL 83, I 294 Toll North: Sibley Boulevard, 147th Street, Wisconsin
1718 ft · 33 sec
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11
Keep slight right to continue on I 294 Toll North: Wisconsin
1.8 mi · 3 min
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12
Merge slight left onto Tri-State Tollway
20.8 mi · 26 min · Tri-State Tollway
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13
Keep slight left to continue on Tri-State Tollway
11.7 mi · 15 min · Tri-State Tollway
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14
Take the exit slight right toward Touhy Avenue
635 ft · 16 sec
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15
Keep slight left to continue on Touhy Avenue
2694 ft · 1 min
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16
Keep slight left to continue on Touhy Avenue West
688 ft · 17 sec
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17
Keep slight right to continue on Touhy Avenue West
1799 ft · 44 sec
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18
Turn straight onto East Touhy Avenue
99 m · 7 sec · East Touhy Avenue
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19
Turn slight right
103 m · 9 sec
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20
Turn right onto South Des Plaines River Road
1.7 mi · 3 min · South Des Plaines River Road
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21
Turn left onto Henry Avenue
557 ft · 24 sec · Henry Avenue
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22
Arrive at your destination
0 m · 1 sec · Henry Avenue
Car Route Details
A richer read on the saved driving route between Sleepy Hollow and Des Plaines.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
I 57 North
Keep slight left to continue on I 57 North: Chicago
185 mi · 03h 21m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Sunny leaving Sleepy Hollow and Mostly Sunny near Des Plaines.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Sleepy Hollow to Des Plaines?
The road trip is about 345.9 miles (556.7 km) and usually takes 05h 27m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Tuscola is a useful midpoint, sitting about 172.7 miles from Sleepy Hollow and 173.2 miles from Des Plaines.
How much longer is the road route than the straight-line distance?
The direct path is about 311.5 miles (501.3 km), while the road route adds roughly 34.4 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 6:00 AM to 8:00 AM CDT. If you want a more comfortable same-day return, try to leave by 6:04 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $46.04 one way or $92.09 round trip. Estimated CO2 is about 108.5 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Sleepy Hollow and Mostly Sunny near Des Plaines.
Stop Ideas Near Tuscola
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 Tuscola.
Illinois Terminal
Mattoon station
Rantoul
Danville, Illinois
Flight Path Map
This map shows the direct air route between Sleepy Hollow and Des Plaines. Straight-line distance: 311.46 mi (501.25 km).
#1 Sleepy Hollow
Village in Illinois
| Population | 3,215 |
| Coordinates | 37.6003300, -88.9492400 |
| Altitude | 163 |
| Country | United States |
#2 Des Plaines
The most populous city in Cook County, Illinois.
| Population | 58,179 |
| Coordinates | 42.0333600, -87.8834000 |
| Altitude | 193 |
| Country | United States |
End: Henry Avenue (-87.883408, 42.033456)
Estimated Travel Time
Distance: 557 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 11h 31m |
| 40 mph (64.37 km/h) | 08h 38m |
| 50 mph (80.47 km/h) | 06h 55m |
| 60 mph (96.56 km/h) | 05h 45m |
| 70 mph (112.65 km/h) | 04h 56m |
| 80 mph (129 km/h) | 04h 18m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $46.04 | $92.09 |
| Mid-grade | $4.25 | $51.93 | $103.86 |
| Premium | $4.65 | $56.83 | $113.65 |
| Diesel | $5.30 | $64.76 | $129.52 |
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 · Apr 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.