The drive from Naperville, IL to Rosiclare, IL covers 372.4 miles and takes about 7h 18m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on I 57, East Main Street, Ken Gray Expressway for much of the mileage,
and the overall profile is highway-focused drive.
The longest uninterrupted segment is about 252.4 miles on I 57.
At current regular gas prices, budget about $58.22 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
2 planned breaks
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
186.2 miles from Naperville, IL
A natural place for your longest stop of the day
, about 3h 30m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 7h 18m. Total distance: 372.4 miles.
Family Friendly
Moderate complexity with 2 natural rest stops along the way.
Solo Traveler
7h 18m drive, plan rest stops for pacing.
Drive Character
This is a 7h 18m highway drive covering 372.4 miles, with most of the trip on I 57 and East Main Street. The longest continuous stretch is about 252.4 miles on I 57.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 22 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
I 57 is the longest continuous segment at about 252.4 miles.
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on I 57 and East Main Street. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes early in the drive near US 34 / East Ogden Avenue.
Driving Effort7/10
Demanding - plan breaks and stay ahead of the key maneuvers
Balances navigation complexity with total wheel time.
This is a demanding drive. With 16 significant decision points across 372.4 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
Where does it get tricky?
The main spots that need attention: near the start (US 34 / East Ogden Avenue): Lane positioning matters here; at 5 miles: Lane positioning matters here; at 5.2 miles (I 355 / Veterans Memorial Tollway): Merge point - match speed before joining. Lane positioning matters here.
Critical Maneuvers
5 of 16 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
6
0 mi into trip|~0m in|US 34 / East Ogden Avenue
Turn left onto US 34 / East Ogden Avenue
Lane positioning matters here
Use the left lane.
5
5 mi into trip|~10m in
Take the ramp toward I 355 Toll South: Joliet
Lane positioning matters here
Use the right lane.
Toward I 355 Toll South: Joliet
5
5.2 mi into trip|~10m in|I 355 / Veterans Memorial Tollway
Merge onto I 355 / Veterans Memorial Tollway
Merge point - match speed before joining. Lane positioning matters here
Use the straight / slight right lanes.
6
24.4 mi into trip|~32m in
Keep slight left at fork toward I 80 East: Indiana
Highway fork - watch signs carefully
Exit 0A
Toward I 80 East: Indiana
5
25.7 mi into trip|~35m in|I 80
Merge onto I 80
Merge point - match speed before joining. Lane positioning matters here
Use the straight / slight right lanes.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
On the drive from Naperville, IL to Rosiclare, IL, road signs begin pointing toward Benton along the way.
Benton
309.3 mi in|~5h 42m
Main Roads
Road
Distance
Duration
I 57
252.4 mi
4h 32m
East Main Street
31.7 mi
47m
Ken Gray Expressway
20 mi
21m
Veterans Memorial Tollway
19.2 mi
21m
IL 34
19 mi
28m
I 80
10.6 mi
12m
Highway 145
5.9 mi
9m
East Ogden Avenue
5 mi
10m
Longest stretch:
I 57
— 252.4 mi, about 4h 32m
Turn-by-Turn Driving Directions
Step-by-step road directions between Naperville, IL and Rosiclare, IL.
1
Start on North Washington Street
50 ft·9 sec·North Washington Street
2
Turn left onto US 34
5.0 mi·10 min·East Ogden Avenue
Use the left lane.
3
Take the ramp
0.2 mi·29 sec
Toward I 355 Toll South: JolietUse the right lane.
4
Merge onto I 355
19 mi·21 min·Veterans Memorial Tollway
Use the straight / slight right lanes.
5
Keep slight left at fork
1.3 mi·2 min
Exit 0AToward I 80 East: Indiana
6
Merge onto I 80
11 mi·12 min·I 80
Use the straight / slight right lanes.
7
Take the exit
0.6 mi·1 min
Exit 151AToward I 57 South: Memphis
8
Merge onto I 57
187 mi·3 hr 21 min·I 57
Use the straight / slight right lanes.
9
Keep slight left at fork onto I 57
66 mi·1 hr 10 min·I 57
Toward I 57 South: Memphis
10
Keep slight right at fork onto I 57
20 mi·21 min·Ken Gray Expressway
11
Take the exit
0.4 mi·50 sec
Toward IL 14: Christopher, Benton
12
Turn left onto IL 14
0.9 mi·1 min·West Main Street
13
Enter roundabout onto IL 34
377 ft·8 sec·East Main Street
14
Continue on IL 34
32 mi·47 min·East Main Street
15
Turn left onto IL 13; IL 34
0.6 mi·50 sec·IL 13; IL 34
16
Turn right onto US 45; IL 34
1.2 mi·1 min·North Commercial Street
17
Turn left onto IL 34; IL 145
5.9 mi·9 min·Highway 145
18
Turn left onto IL 34
17 mi·24 min·IL 34
19
Turn left onto IL 34; IL 146
3.5 mi·4 min·IL 34; IL 146
20
Continue on IL 34
2.1 mi·3 min·IL 34
21
Turn left onto Hopkinton Street
23 ft·0 sec·Hopkinton Street
22
Arrive at destination
Hopkinton Street
Trip Plan
Morning Departure
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Evening Departure
This is a long drive — plan for a morning departure or consider splitting it into two days.
You can normally do this drive in one day.
Plan roughly 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 186.2 miles from Naperville, IL, or about 3h 30m into the drive.
The longest continuous stretch on this route runs about 252.4 miles.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 82 miles or 1h 37m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 186.2 miles or 3h 30m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 5h 48m
Traffic, exits, and arrival timing usually matter more near Rosiclare, IL than in the middle of the route.
Before You Leave
+
Open the route before leaving Naperville, IL so your first major turns are already loaded.
+
Leave with enough water and a charging cable within reach, not packed away.
+
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
+
Pick one backup stop option before the midpoint in case traffic changes your pacing.
Day 1
Settle into the route from Naperville, IL
This is one driving day of about 372.4 miles and 7h 18m.
Your first comfortable stop window is around 82 miles from Naperville, IL.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on I 57 for about 252.4 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 186.2 mi from Naperville, IL
· 3h 30m into the drive
Place data sourced from public business listings. Hours and availability may vary.
National Parks Near This Route
Worth a detour if your schedule allows.
Pullman National Historical Park
National Historical Park
In a growing Chicago neighborhood, diverse people and stories intertwined. All were seeking opportunity. Some succeeded. Others were limited—by race, gender, or economic status. Their stories came tog...
13 mi from route
~33 min detour
Free
near mile 38.5
Park data from the National Park Service API. Alerts update every 2 hours.
Fuel & Cost
Regular Gas
$58.22 one way
$116.44 round trip
$3.97/gal25.4 MPG avg130 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.36
$63.92
$127.85
premium
$4.89
$71.67
$143.33
diesel
$5.61
$82.22
$164.44
Estimated Tolls: $1.34
Veterans Memorial Tollway
(19.2 mi)$1.34
Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.
Estimated Trip Cost (one way, 1 person)
Fuel
$58
Tolls
$1
Meals
$25–$50
Total
$85–$110
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 130.3 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $39 in charging
· 1 stop
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
111.7
1
$39.10
$17.88
Efficient EV
93.1
1
$32.58
$14.90
EV Truck/SUV
149
1
$52.14
$23.83
Gas CO2
130 kg
EV CO2
44 kg (66% less)
Plan for 1 charging stop. A 30-minute DC fast charge mid-route should be enough to complete the trip comfortably.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Forecast as of Apr 15, 2026
Origin
Naperville, IL
Late night
in Naperville on Friday
Local time
5:52 AM
CDT
Current temp
51°F
Unavailable
Live forecast
Destination
Rosiclare, IL
Late night
in Rosiclare on Friday
Local time
5:52 AM
CDT
Current temp
79°F
Unavailable
Live forecast
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
28 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
7h 18m on the road
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Naperville, IL to Rosiclare, IL covers 372.4 miles and takes about 7h 18m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are I 57, East Main Street, Ken Gray Expressway. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 186.2 miles from Naperville, IL. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $58.22 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Start early — leave by 6-7 AM to arrive at a reasonable hour. This is a long drive — plan for a morning departure or consider splitting it into two days.
Plan about 2 meaningful breaks for fuel, food, or rest. Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
This is a demanding drive. With 16 significant decision points across 372.4 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
The main spots that need attention: near the start (US 34 / East Ogden Avenue): Lane positioning matters here; at 5 miles: Lane positioning matters here; at 5.2 miles (I 355 / Veterans Memorial Tollway): Merge point - match speed before joining. Lane positioning matters here.
On the drive from Naperville, IL to Rosiclare, IL, road signs begin pointing toward Benton along the way.
How this page is built
Compiled and maintained by the Trip.ovh planning team at COD Solutions Oy (Helsinki). Each route is built from authoritative open government and mapping datasets rather than crowdsourced reviews. Distances and geometry come from
OSRM
over
OpenStreetMap.
Fuel cost uses
EIA
weekly regional averages.
National park proximity is from the
NPS API.
Pages are published only after passing our data-quality checks; our
methodology page
documents refresh cadence, editorial standards, and known limitations.
