Origin
Naperville, IL
Evening in Naperville on Saturday
Local time
8:26 PM
CDT
Current temp
51°F
Unavailable
Live forecast
Trip from Naperville, IL to Anna, IL
Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards
Drive Time
6h 36m
Distance
357 mi
575 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$56
one way
EV Charging
Unknown
Best Time to Leave
4 AM
6h 24m
★
6 AM
6h 36m
8 AM
7h 1m
10 AM
6h 45m
12 PM
6h 42m
3 PM
6h 46m
5 PM
6h 59m
8 PM
6h 29m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Anna, IL
Stéphane Tendon
Trip Overview
Naperville to Anna is 357 miles and takes about 6h 36m via I-57, with a fuel budget near $56 and enough daylight to finish in a day. This trip primarily sticks to major highways, making it a straightforward drive. You'll be traveling within the Midwest region of the United States, staying within Illinois for the entire journey. Given its highway-focused nature and manageable duration, this route is well-suited for a single day of travel. Plan for a direct journey with minimal detours.
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
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
178.5 miles from Naperville, IL
A natural place for your longest stop of the day , about 3h 21m into the drive .
Main Roads
| Road | Distance | Duration |
|---|---|---|
| I 57 | 252.4 mi | 4h 32m |
| Ken Gray Expressway | 61.7 mi | 1h 6m |
| Veterans Memorial Tollway | 19.2 mi | 21m |
| I 80 | 10.6 mi | 12m |
| East Vienna Street | 5.8 mi | 8m |
| East Ogden Avenue | 5 mi | 10m |
| 770N | <0.1 mi | <1m |
| North Washington Street | <0.1 mi | <1m |
Longest stretch:
I 57
— 252.4 mi, about 4h 32m
Turn-by-Turn Driving Directions
Step-by-step road directions between Naperville, IL and Anna, 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: Joliet
Use 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 0A
Toward 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 151A
Toward 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
62 mi
·
1 hr 6 min
·
Ken Gray Expressway
11
Take the exit
0.2 mi
·
34 sec
Toward IL 146: Anna, Vienna
12
Turn right onto IL 146
388 ft
·
6 sec
·
770N
13
Continue on IL 146
5.8 mi
·
8 min
·
East Vienna Street
14
Turn left onto IL 146
34 ft
·
0 sec
·
Broad Street
15
Arrive at destination
IL 146
Trip Plan
For this 6-hour drive, starting early in the morning will give you ample time to reach Anna without feeling rushed. While the drive is doable in one day, consider breaking it up if you prefer a more relaxed pace; however, with only one recommended stop, it's designed for efficiency. Keep an eye on your fuel levels, especially during the longest stretch on I-57, as services can be spread out. Ensure your vehicle is in good condition before you depart, as the majority of the journey involves sustained highway speeds.
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 1 meaningful break for fuel, food, and rest.
The halfway point lands around 178.5 miles from Naperville, IL, or about 3h 21m 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 79 miles or 1h 34m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 178.5 miles or 3h 21m 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 29m
Traffic, exits, and arrival timing usually matter more near Anna, 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.
Day 1
Settle into the route from Naperville, IL
This is one driving day of about 357 miles and 6h 36m.
Your first comfortable stop window is around 79 miles from Naperville, IL.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break 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.
Mid-route town
Meal stop
179 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 79 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 178.5 miles from Naperville, IL, which is a good place for a longer meal and fuel stop.
Before the longest stretch
Fuel checkTop up before I 57 if your tank is already low. That segment runs about 252.4 miles.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Heads-up: tricky spots
5 of 125 decision points cluster between mile 0 and 25.7 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
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.
Fuel & Cost
Regular Gas
$55.81 one way
$111.63 round trip
$3.97/gal
25.4 MPG avg
125 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.36 | $61.28 | $122.56 |
| premium | $4.89 | $68.70 | $137.40 |
| diesel | $5.61 | $78.82 | $157.64 |
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
$56
Tolls
$1
Meals
$25–$50
Total
$82–$107
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 124.9 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $37 in charging · 1 stop · 66% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 107.1 | 1 | $37.48 | $17.14 |
| Efficient EV | 89.3 | 1 | $31.24 | $14.28 |
| EV Truck/SUV | 142.8 | 1 | $49.98 | $22.85 |
Gas CO2
125 kg
EV CO2
42 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.
Destination
Anna, IL
Evening in Anna on Saturday
Local time
8:26 PM
CDT
Current temp
77°F
Unavailable
Live forecast
74°F
Charleston, IL
179 mi in
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
26 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
6h 36m 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.
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...
12 mi from route
~29 min detour
Free
near mile 36.9
Caution: Road Construction Near the Park
Park data from the National Park Service API. Alerts update every 2 hours.
What kind of drive is this?
This drive is predominantly highway-focused, with 91% of the route utilizing major interstates and tollways. You'll experience long, uninterrupted stretches, including one segment of 252.4 miles solely on I-57. Expect a consistent pace as you navigate on roads like the Veterans Memorial Tollway and Ken Gray Expressway before merging onto I-57 South. The character of the drive remains largely consistent, offering a predictable and efficient transit experience.
91% highway — fuel and pacing are the main things to plan.
15 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 252.4 mi on I 57.
How Hard Is This Drive?
7/10
This is a straightforward highway drive that stays mostly on I 57 and Ken Gray Expressway. 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 Effort
7/10
Demanding - plan breaks and stay ahead of the key maneuvers
Balances navigation complexity with total wheel time.
This is a demanding drive. With 12 significant decision points across 357 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.
About the Cities
Starting in Naperville, IL
Full guide →Naperville is a bedroom community in the Chicagoland area. In 2008, Money magazine ranked Naperville third on its list of the 100 best places to live in the United States.
City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 6h 36m. Total distance: 357 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
6h 36m drive, plan rest stops for pacing.
Frequently Asked Questions
The longest stretch is about 252.4 miles on I 57. The full list of main roads is in the Roads section above.
Expect about $1.34 in tolls one way, starting with Veterans Memorial Tollway. Most Northeast and Midwest toll agencies accept E-ZPass; in the West and Texas, transponders like TxTag or FasTrak apply. If you do not have a transponder, cashless tolling plates will mail a bill to the vehicle's registered address — usually with a surcharge, so a rental-car toll pass is often cheaper than paying by mail.
We did not find dedicated rest areas on this route. For a drive this long, plan bathroom and stretch breaks around gas stations, fast-food stops, or small-town downtowns — check the Nearby Places section for options.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Anna, IL before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Only with planning. This is a long drive for kids — consider splitting it into two days rather than pushing through. Plan at least 1 meaningful breaks. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.
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.
Yes — Pullman National Historical Park. See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 6.6 hours each way, a round trip means 13.2 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Anna, IL before the return drive.
How this page is built
Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, and NPS for national parks. See our methodology for refresh cadence and limitations.
Was this helpful?
Thanks for your feedback!
Your tip has been submitted. Thanks!
/500
Recent Tips
·
Explore More
Continue From Anna, IL
More trips to Anna, IL
Explore more options from Naperville, IL or browse trips ending in Anna, IL.
Looking for more statewide routes? Browse IL road trips.