How far is Naperville, IL from Bennington, IL?
The driving distance from Naperville, IL to Bennington, IL is about 276 miles (444.1 km), with a travel time of about 05h 44m by car.
- The straight-line flight distance is about 225.4 miles (362.7 km).
- For a round trip, plan for roughly 11h 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 05h 44m.
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.
City in Illinois, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Naperville and Bennington.
Turn-by-Turn Driving Directions
Step-by-step road directions between Naperville and Bennington.
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1
Start on North Washington Street
15 m · 9 sec · North Washington Street
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2
Turn left onto East Ogden Avenue
5 mi · 10 min · East Ogden Avenue
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3
Take the ramp right toward I 355 Toll South: Joliet
1189 ft · 29 sec
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4
Merge slight left onto Veterans Memorial Tollway
19.2 mi · 22 min · Veterans Memorial Tollway
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5
Keep slight left to continue on I 80 East: Indiana
1.3 mi · 3 min
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6
Merge slight left
10.6 mi · 12 min
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7
Take the exit slight right toward I 57 South: Memphis
3222 ft · 1 min
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8
Merge slight left
154.8 mi · 2 hr 47 min
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9
Take the exit slight right toward IL 16 East: Charleston
1676 ft · 47 sec
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10
Turn straight onto Charleston Avenue East
1.2 km · 1 min · Charleston Avenue East
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11
Continue on Illinois Route 16
6 mi · 8 min · Illinois Route 16
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12
Continue on West Lincoln Avenue
1.8 mi · 3 min · West Lincoln Avenue
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13
Turn right onto 18th Street
1.6 mi · 2 min · 18th Street
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14
Continue on Illinois Route 130
1.2 km · 1 min · Illinois Route 130
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15
Continue on Route 130
10 mi · 15 min · Route 130
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16
Continue on County Road 1825 East
2 mi · 3 min · County Road 1825 East
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17
Continue on County Road 1775 E
1.3 km · 1 min · County Road 1775 E
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18
Continue on North Haughton Highway
1945 ft · 33 sec · North Haughton Highway
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19
Continue on 1700E
1.3 mi · 2 min · 1700E
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20
Continue on North Haughton Highway
4 mi · 6 min · North Haughton Highway
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21
Continue on County Road 1700E
2.1 mi · 3 min · County Road 1700E
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22
Continue on North 1250th Street
13.3 mi · 20 min · North 1250th Street
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23
Turn left onto South Van Buren Street
11 mi · 15 min · South Van Buren Street
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24
Continue on County Road 1100 East
6.7 mi · 9 min · County Road 1100 East
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25
Continue on North West Street
2.5 mi · 4 min · North West Street
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26
Continue on County Road 1150
14.3 mi · 20 min · County Road 1150
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27
Turn right onto County Road 1850 N
3.8 mi · 9 min · County Road 1850 N
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28
Turn right onto 125E
2567 ft · 2 min · 125E
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29
Turn left onto 1900N
1606 ft · 1 min · 1900N
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30
Turn left onto 095E
652 ft · 34 sec · 095E
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31
Turn left onto 100E
32 m · 5 sec · 100E
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32
Arrive at your destination
0 m · 1 sec · 100E
Car Route Details
A richer read on the saved driving route between Naperville and Bennington.
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 South
Merge slight left
155 mi · 02h 47m
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.
Mostly Sunny leaving Naperville and Mostly Sunny near Bennington.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Naperville to Bennington?
The road trip is about 276 miles (444.1 km) and usually takes 05h 44m 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?
Thomasboro is a useful midpoint, sitting about 138.1 miles from Naperville and 137.9 miles from Bennington.
How much longer is the road route than the straight-line distance?
The direct path is about 225.4 miles (362.7 km), while the road route adds roughly 50.6 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 5:32 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $36.73 one way or $73.46 round trip. Estimated CO2 is about 86.6 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Naperville and Mostly Sunny near Bennington.
Stop Ideas Near Thomasboro
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 Thomasboro.
Rantoul
Illinois Terminal
Danville, Illinois
Gilman
Flight Path Map
This map shows the direct air route between Naperville and Bennington. Straight-line distance: 225.36 mi (362.68 km).
#1 Naperville
The second most populous city in Illinois.
| Population | 147,986 |
| Coordinates | 41.7858600, -88.1472900 |
| Altitude | 216 |
| Country | United States |
#2 Bennington
Unincorporated community in Illinois
| Population | 1,476 |
| Coordinates | 38.5242200, -88.1314300 |
| Altitude | 127 |
| Country | United States |
End: Bennington (-88.13143, 38.52422)
Estimated Travel Time
Distance: 444 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 09h 11m |
| 40 mph (64.37 km/h) | 06h 53m |
| 50 mph (80.47 km/h) | 05h 31m |
| 60 mph (96.56 km/h) | 04h 35m |
| 70 mph (112.65 km/h) | 03h 56m |
| 80 mph (129 km/h) | 03h 26m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $36.73 | $73.46 |
| Mid-grade | $4.25 | $41.42 | $82.85 |
| Premium | $4.65 | $45.33 | $90.66 |
| Diesel | $5.30 | $51.66 | $103.32 |
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.