How far is Naperville, IL from Sleepy Hollow, IL?
The driving distance from Naperville, IL to Sleepy Hollow, IL is about 340.4 miles (547.8 km), with a travel time of about 06h 21m by car.
- The straight-line flight distance is about 292.3 miles (470.4 km).
- For a round trip, plan for roughly 12h 43m 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 21m.
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 Naperville and Sleepy Hollow.
Turn-by-Turn Driving Directions
Step-by-step road directions between Naperville and Sleepy Hollow.
-
1
Start on North Washington Street
15 m · 9 sec · North Washington Street
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2
Turn left onto East Ogden Avenue
5 mi · 10 min · East Ogden Avenue
-
3
Take the ramp right toward I 355 Toll South: Joliet
1189 ft · 29 sec
-
4
Merge slight left onto Veterans Memorial Tollway
19.2 mi · 22 min · Veterans Memorial Tollway
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5
Keep slight left to continue on I 80 East: Indiana
1.3 mi · 3 min
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6
Merge slight left
10.6 mi · 12 min
-
7
Take the exit slight right toward I 57 South: Memphis
3222 ft · 1 min
-
8
Merge slight left
186.7 mi · 3 hr 22 min
-
9
Keep slight left to continue on I 57 South: Memphis
65.7 mi · 1 hr 11 min
-
10
Keep slight right to continue on Ken Gray Expressway
46.8 mi · 50 min · Ken Gray Expressway
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11
Take the exit slight right toward IL 148
1415 ft · 50 sec
-
12
Turn right
1.1 km · 1 min
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13
Turn left
1753 ft · 31 sec
-
14
Turn right onto Lake Egypt Road
1.5 km · 2 min · Lake Egypt Road
-
15
Turn right onto Power Plant Road
2.1 mi · 5 min · Power Plant Road
-
16
Turn left onto Sleepy Hollow Lane
145 m · 21 sec · Sleepy Hollow Lane
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17
Arrive at your destination
0 m · 1 sec · Sleepy Hollow Lane
Car Route Details
A richer read on the saved driving route between Naperville 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
187 mi · 03h 22m
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 Naperville 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 Naperville to Sleepy Hollow?
The road trip is about 340.4 miles (547.8 km) and usually takes 06h 21m 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 170.3 miles from Naperville and 170.1 miles from Sleepy Hollow.
How much longer is the road route than the straight-line distance?
The direct path is about 292.3 miles (470.4 km), while the road route adds roughly 48.1 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 $45.29 one way or $90.58 round trip. Estimated CO2 is about 106.7 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Naperville 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 Naperville and Sleepy Hollow. Straight-line distance: 292.31 mi (470.43 km).
#1 Naperville
The second most populous city in Illinois.
| Population | 147,986 |
| Coordinates | 41.7858600, -88.1472900 |
| Altitude | 216 |
| 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: 548 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 11h 20m |
| 40 mph (64.37 km/h) | 08h 30m |
| 50 mph (80.47 km/h) | 06h 48m |
| 60 mph (96.56 km/h) | 05h 40m |
| 70 mph (112.65 km/h) | 04h 51m |
| 80 mph (129 km/h) | 04h 14m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $45.29 | $90.58 |
| Mid-grade | $4.25 | $51.08 | $102.16 |
| Premium | $4.65 | $55.89 | $111.79 |
| Diesel | $5.30 | $63.70 | $127.40 |
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.