How far is Sleepy Hollow, IL from Naperville, IL?
The driving distance from Sleepy Hollow, IL to Naperville, IL is about 341.3 miles (549.2 km), with a travel time of about 05h 23m by car.
- The straight-line flight distance is about 292.3 miles (470.4 km).
- For a round trip, plan for roughly 10h 46m 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 23m.
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.
Township in Douglas County, 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 Naperville.
Turn-by-Turn Driving Directions
Step-by-step road directions between Sleepy Hollow and Naperville.
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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
154.9 mi · 2 hr 46 min
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10
Take the exit slight right toward Bourbonnais Parkway
2050 ft · 42 sec
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11
Turn left onto Bourbonnais Parkway
3273 ft · 1 min · Bourbonnais Parkway
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12
Turn right
18.2 mi · 26 min
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13
Turn left onto West Steger Road
1196 ft · 55 sec · West Steger Road
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14
Turn right onto Wolf Road
2.3 mi · 4 min · Wolf Road
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15
Turn left onto Lincoln Highway
3.8 mi · 6 min · Lincoln Highway
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16
Continue on East Maple Street
1471 ft · 27 sec · East Maple Street
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17
Continue on West Lincoln Highway
135 m · 10 sec · West Lincoln Highway
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18
Turn right onto North Cedar Road
2.4 mi · 6 min · North Cedar Road
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19
Turn left onto Maple Road
1060 ft · 18 sec · Maple Road
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20
Take the ramp slight right toward I 355 Toll North: West Suburbs
3244 ft · 57 sec
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21
Merge slight left onto Veterans Memorial Tollway
18.1 mi · 21 min · Veterans Memorial Tollway
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22
Take the exit slight right toward US 34: Ogden Avenue
1604 ft · 39 sec
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23
Keep slight left to continue on US 34: Lisle
23 m · 4 sec
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24
Turn left onto East Ogden Avenue
5.1 mi · 11 min · East Ogden Avenue
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25
Turn right onto North Washington Street
15 m · 1 sec · North Washington Street
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26
Arrive at your destination
0 m · 1 sec · North Washington Street
Car Route Details
A richer read on the saved driving route between Sleepy Hollow and Naperville.
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
155 mi · 02h 46m
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 Naperville.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Sleepy Hollow to Naperville?
The road trip is about 341.3 miles (549.2 km) and usually takes 05h 23m 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?
Arcola is a useful midpoint, sitting about 164.9 miles from Sleepy Hollow and 176.3 miles from Naperville.
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 49 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 6:14 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $45.40 one way or $90.81 round trip. Estimated CO2 is about 107 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Sleepy Hollow and Mostly Sunny near Naperville.
Stop Ideas Near Arcola
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 Arcola.
Mattoon station
Illinois Terminal
Effingham
Rantoul
Flight Path Map
This map shows the direct air route between Sleepy Hollow and Naperville. Straight-line distance: 292.31 mi (470.43 km).
#1 Sleepy Hollow
Village in Illinois
| Population | 3,215 |
| Coordinates | 37.6003300, -88.9492400 |
| Altitude | 163 |
| Country | United States |
#2 Naperville
The second most populous city in Illinois.
| Population | 147,986 |
| Coordinates | 41.7858600, -88.1472900 |
| Altitude | 216 |
| Country | United States |
End: North Washington Street (-88.147302, 41.785837)
Estimated Travel Time
Distance: 549 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 11h 22m |
| 40 mph (64.37 km/h) | 08h 31m |
| 50 mph (80.47 km/h) | 06h 49m |
| 60 mph (96.56 km/h) | 05h 41m |
| 70 mph (112.65 km/h) | 04h 52m |
| 80 mph (129 km/h) | 04h 15m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $45.40 | $90.81 |
| Mid-grade | $4.25 | $51.21 | $102.41 |
| Premium | $4.65 | $56.03 | $112.07 |
| Diesel | $5.30 | $63.86 | $127.72 |
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.