How far is Winnetka, IL from Naperville, IL?
The driving distance from Winnetka, IL to Naperville, IL is about 39.6 miles (63.8 km), with a travel time of about 00h 53m by car.
- The straight-line flight distance is about 30.7 miles (49.4 km).
- For a round trip, plan for roughly 01h 47m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM CDT.
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.
This route works well as a day trip with time at the destination.
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 00h 53m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
This departure sits inside the recommended comfort window for the route.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
City in Cook County, Illinois, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Winnetka and Naperville.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winnetka and Naperville.
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1
Start on Pine Street
1577 ft · 49 sec · Pine Street
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2
Turn left onto Locust Road
2641 ft · 1 min · Locust Road
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3
At the end of the road, turn right onto Willow Road
6.6 mi · 13 min · Willow Road
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4
Turn left onto I 294 Toll South: Indiana
2622 ft · 1 min
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5
Merge slight left onto Tri-State Tollway
15.7 mi · 20 min · Tri-State Tollway
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6
Take the exit slight right toward I 88 West, I 294 South: Aurora, Indiana
1.5 km · 2 min · Tri-State Tollway
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7
Keep slight right to continue on Tri-State Tollway
1251 ft · 31 sec · Tri-State Tollway
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8
Continue on Tri-State Tollway
1937 ft · 47 sec · Tri-State Tollway
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9
Keep slight right to continue on I 88 West Toll: Aurora
2633 ft · 50 sec
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10
Merge slight left onto Ronald Reagan Memorial Tollway
1.2 km · 60 sec · Ronald Reagan Memorial Tollway
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11
Keep slight right to continue on Ronald Reagan Memorial Tollway
11.2 mi · 14 min · Ronald Reagan Memorial Tollway
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12
Take the exit slight right
1892 ft · 48 sec
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13
Turn left onto Freedom Drive
2151 ft · 57 sec · Freedom Drive
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14
Turn right onto East Diehl Road
1.4 km · 2 min · East Diehl Road
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15
Turn left onto North Washington Street
1.3 mi · 3 min · North Washington Street
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16
Arrive at your destination
0 m · 1 sec · North Washington Street
Car Route Details
A richer read on the saved driving route between Winnetka and Naperville.
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.
Tri-State Tollway
Merge slight left onto Tri-State Tollway
15.7 mi · 00h 20m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
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.
Mostly Sunny leaving Winnetka 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 Winnetka to Naperville?
The road trip is about 39.6 miles (63.8 km) and usually takes 00h 53m 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?
Northlake is a useful midpoint, sitting about 20.3 miles from Winnetka and 19.4 miles from Naperville.
How much longer is the road route than the straight-line distance?
The direct path is about 30.7 miles (49.4 km), while the road route adds roughly 8.9 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 CDT. If you want a more comfortable same-day return, try to leave by 4:42 PM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $5.28 one way or $10.56 round trip. Estimated CO2 is about 12.4 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Winnetka and Mostly Sunny near Naperville.
Stop Ideas Near Northlake
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 Northlake.
La Grange Road
Summit
Glenview station
Chicago Union Station
Flight Path Map
This map shows the direct air route between Winnetka and Naperville. Straight-line distance: 30.7 mi (49.41 km).
#1 Winnetka
Village in Cook County, Illinois, United States
| Population | 12,194 |
| Coordinates | 42.1080800, -87.7359000 |
| Altitude | 199 |
| 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: 64 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 19m |
| 40 mph (64.37 km/h) | 00h 59m |
| 50 mph (80.47 km/h) | 00h 47m |
| 60 mph (96.56 km/h) | 00h 39m |
| 70 mph (112.65 km/h) | 00h 34m |
| 80 mph (129 km/h) | 00h 29m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $5.28 | $10.56 |
| Mid-grade | $4.25 | $5.95 | $11.91 |
| Premium | $4.65 | $6.52 | $13.03 |
| Diesel | $5.30 | $7.43 | $14.85 |
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.