How far is Des Plaines, IL from Sleepy Hollow, IL?
The driving distance from Des Plaines, IL to Sleepy Hollow, IL is about 343.2 miles (552.3 km), with a travel time of about 06h 27m by car.
- The straight-line flight distance is about 311.5 miles (501.3 km).
- For a round trip, plan for roughly 12h 55m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 7:30 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 06h 27m.
Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
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.
Mostly Sunny
Sunny
Driving Route Map
The map below follows the saved road route between Des Plaines and Sleepy Hollow.
Turn-by-Turn Driving Directions
Step-by-step road directions between Des Plaines and Sleepy Hollow.
-
1
Start on Henry Avenue
557 ft · 25 sec · Henry Avenue
-
2
Turn right onto South Des Plaines River Road
1.8 mi · 3 min · South Des Plaines River Road
-
3
Take the ramp slight right toward I 294 South: Indiana
2265 ft · 55 sec
-
4
Merge slight left onto Tri-State Tollway
11.5 mi · 15 min · Tri-State Tollway
-
5
Keep slight left to continue on Tri-State Tollway
4.8 mi · 6 min · Tri-State Tollway
-
6
Keep slight right to continue on Tri-State Tollway
3.5 mi · 4 min · Tri-State Tollway
-
7
Continue on Mile-Long Bridge
1.5 km · 1 min · Mile-Long Bridge
-
8
Continue on Tri-State Tollway
8.5 mi · 11 min · Tri-State Tollway
-
9
Take the exit slight right toward IL 50 South, IL 83: Cicero Avenue, 127th Street
1162 ft · 28 sec
-
10
Keep slight left to continue on IL 50 South: Cicero Avenue
2529 ft · 1 min
-
11
Turn straight onto Cicero Avenue
4.9 mi · 8 min · Cicero Avenue
-
12
Turn left onto 167th Street
855 ft · 26 sec · 167th Street
-
13
Take the ramp slight right toward I 57 South: Kankakee, I-80
3048 ft · 1 min
-
14
Merge slight left
188.4 mi · 3 hr 24 min
-
15
Keep slight left to continue on I 57 South: Memphis
65.7 mi · 1 hr 11 min
-
16
Keep slight right to continue on Ken Gray Expressway
46.8 mi · 50 min · Ken Gray Expressway
-
17
Take the exit slight right toward IL 148
1415 ft · 50 sec
-
18
Turn right
1.1 km · 1 min
-
19
Turn left
1753 ft · 31 sec
-
20
Turn right onto Lake Egypt Road
1.5 km · 2 min · Lake Egypt Road
-
21
Turn right onto Power Plant Road
2.1 mi · 5 min · Power Plant Road
-
22
Turn left onto Sleepy Hollow Lane
145 m · 21 sec · Sleepy Hollow Lane
-
23
Arrive at your destination
0 m · 1 sec · Sleepy Hollow Lane
Car Route Details
A richer read on the saved driving route between Des Plaines and Sleepy Hollow.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
I 57 South
Merge slight left
188 mi · 03h 24m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
Better with a longer stop
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
Mostly Sunny leaving Des Plaines and Sunny near Sleepy Hollow.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Des Plaines to Sleepy Hollow?
The road trip is about 343.2 miles (552.3 km) and usually takes 06h 27m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
What is the halfway point on this route?
Tuscola is a useful midpoint, sitting about 171.7 miles from Des Plaines and 171.4 miles from Sleepy Hollow.
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 31.7 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 7:30 AM CDT. Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $45.67 one way or $91.33 round trip. Estimated CO2 is about 107.6 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Des Plaines and Sunny near Sleepy Hollow.
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 Des Plaines and Sleepy Hollow. Straight-line distance: 311.46 mi (501.25 km).
#1 Des Plaines
The most populous city in Cook County, Illinois.
| Population | 58,179 |
| Coordinates | 42.0333600, -87.8834000 |
| Altitude | 193 |
| Country | United States |
#2 Sleepy Hollow
Village in Illinois
| Population | 3,215 |
| Coordinates | 37.6003300, -88.9492400 |
| Altitude | 163 |
| Country | United States |
End: Sleepy Hollow (-88.94924, 37.60033)
Estimated Travel Time
Distance: 552 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 11h 26m |
| 40 mph (64.37 km/h) | 08h 34m |
| 50 mph (80.47 km/h) | 06h 51m |
| 60 mph (96.56 km/h) | 05h 43m |
| 70 mph (112.65 km/h) | 04h 54m |
| 80 mph (129 km/h) | 04h 16m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $45.67 | $91.33 |
| Mid-grade | $4.25 | $51.50 | $103.01 |
| Premium | $4.65 | $56.36 | $112.72 |
| Diesel | $5.30 | $64.23 | $128.46 |
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.