How far is Naperville, IL from Sleepy Hollow, IL?

The driving distance from Naperville, IL to Sleepy Hollow, IL is about 29.9 miles (48.1 km), with a travel time of about 00h 52m by car.

  • The straight-line flight distance is about 22.7 miles (36.6 km).
  • For a round trip, plan for roughly 01h 45m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 8:00 AM to 10:00 AM CST.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
29.86 mi
00h 52m
Flight
22.75 mi
36.61 km direct

This route works well as a day trip with time at the destination.

Learn Distance

Choose another destination from Naperville.

Flight Distance

Direct air line
22.75 mi
Kilometers
36.61 km
Flight Time
00h 02m

Driving Distance

Road route
29.86 mi
Kilometers
48.06 km
Drive Time
00h 52m

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 00h 52m.

Arrival Snapshot
Arrive in Sleepy Hollow
Mon, Nov 9, 4:07 PM CST
Return by in Naperville
Mon, Nov 9, 4:59 PM CST
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Naperville
2026-11-09T15:14
Arrive Sleepy Hollow
Mon, Nov 9, 4:07 PM CST
Route Timing
00h 52m
One way by road
Best Departure Window
8:00 AM to 10:00 AM CST
Aim for a morning departure
Arrive between
8:53 AM to 10:53 AM CST

A morning start gives you useful time at the destination and keeps the return out of the late evening.

Leave by
4:44 PM CST
Keeps a same-day return open with about 03h 00m at the destination.
Back in Naperville
9:30 PM CST
Morning start is best

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.

Mid-route stop
Wayne
IL

Village in DuPage and Kane counties, Illinois, United States

From Naperville
14.9 mi
00h 26m
To Sleepy Hollow
15 mi
00h 26m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
59°F
This Afternoon

Mostly Sunny

Starts
Mon, Nov 9 2:00 PM CST
Wind
10 mph SW
Destination
58°F
Monday

Mostly Sunny

Starts
Mon, Nov 9 6:00 AM CST
Wind
0 to 10 mph WSW

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. 1

    Start on North Washington Street

    15 m · 5 sec · North Washington Street

  2. 2

    Turn right onto West Ogden Avenue

    1972 ft · 46 sec · West Ogden Avenue

  3. 3

    Turn right onto Mill Street

    1.9 mi · 4 min · Mill Street

  4. 4

    Continue on Warrenville Road

    1.4 km · 2 min · Warrenville Road

  5. 5

    Turn right onto Batavia Road

    1.8 mi · 4 min · Batavia Road

  6. 6

    Turn right onto Illinois Route 59

    1.8 mi · 3 min · Illinois Route 59

  7. 7

    Continue on South Neltnor Boulevard

    4.1 mi · 7 min · South Neltnor Boulevard

  8. 8

    Continue on Illinois Route 59

    5.3 mi · 9 min · Illinois Route 59

  9. 9

    Continue on Ingalton Avenue

    2933 ft · 58 sec · Ingalton Avenue

  10. 10

    Continue on South Sutton Road

    2.6 mi · 4 min · South Sutton Road

  11. 11

    Continue on New Sutton Road

    2.6 mi · 4 min · New Sutton Road

  12. 12

    Take the ramp right toward I 90 West Toll: Rockford

    1921 ft · 47 sec

  13. 13

    Merge slight left onto Jane Addams Memorial Tollway

    4.8 mi · 5 min · Jane Addams Memorial Tollway

  14. 14

    Take the exit slight right toward IL 31 North

    2245 ft · 43 sec

  15. 15

    Turn straight onto North State Street

    1175 ft · 24 sec · North State Street

  16. 16

    Continue on South 8th Street

    1.2 mi · 2 min · South 8th Street

  17. 17

    Turn left onto Willow Lane

    2559 ft · 2 min · Willow Lane

  18. 18

    At the end of the road, turn right onto Locust Drive

    133 m · 25 sec · Locust Drive

  19. 19

    Turn left onto Willow Lane

    1607 ft · 1 min · Willow Lane

  20. 20

    Arrive at your destination

    0 m · 1 sec · Willow Lane

Car Route Details

A richer read on the saved driving route between Naperville and Sleepy Hollow.

OSRM road route
Drive Character

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.

Directions
20 steps
8 turns on the saved route
Ramps & Exits
3
1 merges, 2 ramps or exits
Navigation Density
66.9 / 100 mi
Decision points by distance
Main Roads
Illinois Route 59
7.15 mi · 24%
Jane Addams Memorial Tollway
4.8 mi · 16%
South Neltnor Boulevard
4.09 mi · 14%
South Sutton Road
2.59 mi · 9%
New Sutton Road
2.59 mi · 9%
Mill Street
1.89 mi · 6%
Longest Stretch

Illinois Route 59

Continue on Illinois Route 59

5.34 mi · 00h 09m

Route Summary

A quick read on whether this route feels easy, ambitious, or worth planning around.

Trip Read

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.

Drive Time
00h 52m
Day trip friendly
Same-Day Return
01h 46m
Round-trip wheel time
Road vs Air
+7.2 mi
22.7 mi direct line
Halfway Stop
Wayne
00h 26m from Naperville
Leave By
4:44 PM CST
Morning start is best
Weather Watch

Mostly Sunny leaving Naperville 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 Naperville to Sleepy Hollow?

The road trip is about 29.9 miles (48.1 km) and usually takes 00h 52m 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?

Wayne is a useful midpoint, sitting about 14.9 miles from Naperville and 15 miles from Sleepy Hollow.

How much longer is the road route than the straight-line distance?

The direct path is about 22.7 miles (36.6 km), while the road route adds roughly 7.2 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 4:44 PM CST.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $4.72 one way or $9.44 round trip. Estimated CO2 is about 9.3 kg one way.

What should you check before leaving?

Before you leave, expect Mostly Sunny around Naperville and Mostly Sunny near Sleepy Hollow.

Stop Ideas Near Wayne

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
Local place coverage is thin around Wayne, so nearby transit and meeting points are shown instead.
Reviewed stop coverage is still thin around this midpoint, so practical transit waypoints are shown on the right.

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Wayne.

RAIL

Naperville

21 mi away
105 E. Fourth Ave.
RAIL

La Grange Road

34 mi away
25 West Burlington St.
RAIL

Glenview station

39 mi away
1116 Depot St.
RAIL

Summit

40 mi away
Archer Ave. and South Center Ave.

Flight Path Map

This map shows the direct air route between Naperville and Sleepy Hollow. Straight-line distance: 22.75 mi (36.61 km).

Naperville

#1 Naperville

The second most populous city in Illinois.

Population147,986
Coordinates41.7858600, -88.1472900
Altitude216
CountryUnited States
Photo coming soon

#2 Sleepy Hollow

Sleepy Hollow is a place in Illinois, United States.

Population0
Coordinates42.0941900, -88.3025800
Altitude225
CountryUnited States
Start: Naperville (-88.14729, 41.78586)
End: Sleepy Hollow (-88.30258, 42.09419)

Estimated Travel Time

Distance: 48 km by road

SpeedTime
30 mph (48.3 km/h)00h 59m
40 mph (64.37 km/h)00h 44m
50 mph (80.47 km/h)00h 35m
60 mph (96.56 km/h)00h 29m
70 mph (112.65 km/h)00h 25m
80 mph (129 km/h)00h 22m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
1.05 gal
3.99 L · about $4.72
Round trip
$9.44
2.1 gal · 7.98 L
Estimated CO2
9.3 kg one way
Round trip: 18.7 kg / 41 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $4.50 $4.72 $9.44
Mid-grade $5.12 $5.37 $10.75
Premium $5.68 $5.96 $11.92
Diesel $6.52 $6.85 $13.69

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

There is no time difference between Naperville and Sleepy Hollow. The current time is 15:14:33.

Distance to Other Cities

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.