How far is Highland, IL from Naperville, IL?
The driving distance from Highland, IL to Naperville, IL is about 259.2 miles (417.1 km), with a travel time of about 04h 14m by car.
- The straight-line flight distance is about 225.3 miles (362.6 km).
- For a round trip, plan for roughly 08h 28m 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 04h 14m.
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.
Village in McLean County, Illinois, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Driving Route Map
The map below follows the saved road route between Highland and Naperville.
Turn-by-Turn Driving Directions
Step-by-step road directions between Highland and Naperville.
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1
Start on the route
32 m · 2 sec
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2
Exit the roundabout
38 m · 3 sec
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3
Turn straight onto Poplar Street
1.1 km · 1 min · Poplar Street
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4
Enter the roundabout and take exit 3 toward US Highway 40
84 m · 5 sec · US Highway 40
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5
Exit the roundabout onto US Highway 40
2525 ft · 48 sec · US Highway 40
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6
Continue straight
7.6 mi · 13 min
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7
Turn right
9.9 mi · 15 min
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8
Take the ramp right
1822 ft · 45 sec
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9
Merge slight left
93.2 mi · 1 hr 41 min
-
10
Keep slight right to continue on I 55 North: Chicago
29.4 mi · 31 min
-
11
Keep slight left to continue on I 55 North, I 74 West: Chicago, Peoria
107.1 mi · 1 hr 56 min
-
12
Take the exit slight right toward Weber Road
1556 ft · 44 sec
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13
Keep slight left
71 m · 8 sec
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14
Turn straight onto Weber Road
4.1 mi · 8 min · Weber Road
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15
Continue on Washington Street
2489 ft · 56 sec · Washington Street
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16
Continue on South Washington Street
5.3 mi · 12 min · South Washington Street
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17
Arrive at your destination
0 m · 1 sec · North Washington Street
Car Route Details
A richer read on the saved driving route between Highland 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 55 North
Keep slight left to continue on I 55 North, I 74 West: Chicago, Peoria
107 mi · 01h 56m
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 Highland and Sunny near Naperville.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Highland to Naperville?
The road trip is about 259.2 miles (417.1 km) and usually takes 04h 14m 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?
McLean is a useful midpoint, sitting about 129.5 miles from Highland and 129.7 miles from Naperville.
How much longer is the road route than the straight-line distance?
The direct path is about 225.3 miles (362.6 km), while the road route adds roughly 33.9 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 6:00 AM to 8:00 AM CDT. If you want a more comfortable same-day return, try to leave by 8:32 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $34.50 one way or $69.01 round trip. Estimated CO2 is about 81.3 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Highland and Sunny near Naperville.
Stop Ideas Near McLean
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Route 66 Original Alignment- Driveable!
City of Lincoln
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to McLean.
Lincoln
Uptown Station
Peoria, Illinois
Springfield station
Flight Path Map
This map shows the direct air route between Highland and Naperville. Straight-line distance: 225.28 mi (362.56 km).
#1 Highland
City in Madison County, Illinois, United States
| Population | 10,017 |
| Coordinates | 38.7394900, -89.6712000 |
| Altitude | 161 |
| 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: 417 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 08h 38m |
| 40 mph (64.37 km/h) | 06h 28m |
| 50 mph (80.47 km/h) | 05h 10m |
| 60 mph (96.56 km/h) | 04h 19m |
| 70 mph (112.65 km/h) | 03h 42m |
| 80 mph (129 km/h) | 03h 13m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $34.50 | $69.01 |
| Mid-grade | $4.25 | $38.91 | $77.83 |
| Premium | $4.65 | $42.58 | $85.17 |
| Diesel | $5.30 | $48.53 | $97.06 |
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 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.