How far is Windsor, IL from Naperville, IL?
The driving distance from Windsor, IL to Naperville, IL is about 209 miles (336.3 km), with a travel time of about 03h 24m by car.
- The straight-line flight distance is about 163.7 miles (263.5 km).
- For a round trip, plan for roughly 06h 48m 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 03h 24m.
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.
Human settlement in Iroquois County, Illinois, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Slight Chance Showers And Thunderstorms then Mostly Sunny
Sunny
Driving Route Map
The map below follows the saved road route between Windsor and Naperville.
Turn-by-Turn Driving Directions
Step-by-step road directions between Windsor and Naperville.
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1
Start on North Maple Street
1414 ft · 1 min · North Maple Street
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2
Turn left onto Kentucky Avenue
1663 ft · 28 sec · Kentucky Avenue
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3
Continue on Route 16
5.2 mi · 8 min · Route 16
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4
Continue on Illinois Route 16
1.3 mi · 2 min · Illinois Route 16
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5
Continue on Marshall Avenue
1.8 mi · 3 min · Marshall Avenue
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6
Continue on Route 16
1.5 mi · 2 min · Route 16
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7
Continue on Marshall Avenue
1.6 mi · 3 min · Marshall Avenue
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8
Turn left onto South 21st Street
1164 ft · 21 sec · South 21st Street
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9
Turn right onto Charleston Avenue
3.2 mi · 6 min · Charleston Avenue
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10
Turn right onto I-57 North: Champaign
1422 ft · 49 sec
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11
Merge slight left
128.6 mi · 2 hr 18 min
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12
Take the exit slight right toward Bourbonnais Parkway
2050 ft · 42 sec
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13
Turn left onto Bourbonnais Parkway
3273 ft · 1 min · Bourbonnais Parkway
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14
Turn right
18.2 mi · 26 min
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15
Turn left onto West Steger Road
1196 ft · 55 sec · West Steger Road
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16
Turn right onto Wolf Road
2.3 mi · 4 min · Wolf Road
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17
Turn left onto Lincoln Highway
3.8 mi · 6 min · Lincoln Highway
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18
Continue on East Maple Street
1471 ft · 27 sec · East Maple Street
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19
Continue on West Lincoln Highway
135 m · 10 sec · West Lincoln Highway
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20
Turn right onto North Cedar Road
2.4 mi · 6 min · North Cedar Road
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21
Turn left onto Maple Road
1060 ft · 18 sec · Maple Road
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22
Take the ramp slight right toward I 355 Toll North: West Suburbs
3244 ft · 57 sec
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23
Merge slight left onto Veterans Memorial Tollway
18.1 mi · 21 min · Veterans Memorial Tollway
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24
Take the exit slight right toward US 34: Ogden Avenue
1604 ft · 39 sec
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25
Keep slight left to continue on US 34: Lisle
23 m · 4 sec
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26
Turn left onto East Ogden Avenue
5.1 mi · 11 min · East Ogden Avenue
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27
Turn right onto North Washington Street
15 m · 1 sec · North Washington Street
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28
Arrive at your destination
0 m · 1 sec · North Washington Street
Car Route Details
A richer read on the saved driving route between Windsor and Naperville.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I-57 North
Merge slight left
129 mi · 02h 18m
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.
Slight Chance Showers And Thunderstorms then Mostly Sunny leaving Windsor and Sunny near Naperville.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Windsor to Naperville?
The road trip is about 209 miles (336.3 km) and usually takes 03h 24m 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?
Buckley is a useful midpoint, sitting about 98.5 miles from Windsor and 110.4 miles from Naperville.
How much longer is the road route than the straight-line distance?
The direct path is about 163.7 miles (263.5 km), while the road route adds roughly 45.3 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 10:12 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $27.79 one way or $55.58 round trip. Estimated CO2 is about 65.5 kg one way.
What should you check before leaving?
Before you leave, expect Slight Chance Showers And Thunderstorms then Mostly Sunny around Windsor and Sunny near Naperville.
Stop Ideas Near Buckley
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 Buckley.
Gilman
Rantoul
Illinois Terminal
Pontiac station
Flight Path Map
This map shows the direct air route between Windsor and Naperville. Straight-line distance: 163.71 mi (263.47 km).
#1 Windsor
Town in Shelby County, Illinois, United States
| Population | 1,128 |
| Coordinates | 39.4408700, -88.5947800 |
| Altitude | 214 |
| 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: 336 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 06h 57m |
| 40 mph (64.37 km/h) | 05h 13m |
| 50 mph (80.47 km/h) | 04h 10m |
| 60 mph (96.56 km/h) | 03h 28m |
| 70 mph (112.65 km/h) | 02h 59m |
| 80 mph (129 km/h) | 02h 36m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $27.79 | $55.58 |
| Mid-grade | $4.25 | $31.34 | $62.69 |
| Premium | $4.65 | $34.30 | $68.60 |
| Diesel | $5.30 | $39.09 | $78.18 |
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 22, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.