Trip from Highland, IL to Chicago, IL

Drive Time

4h 22m

Distance

278 mi

Route Type

Turn-heavy local drive

Long day trip

Trip Overview

The drive from Highland, IL to Chicago, IL covers 278 miles and takes about 4h 22m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on Poplar Street, Highway 40, I-70 East for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $41.27 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

1 planned break

Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.

Midpoint

139 miles from Highland, IL

A natural place for your longest stop of the day.

Drive Character

Expect a 4h 22m drive with frequent turns across 278 miles of local and secondary roads.

This route has more turning and local-road decision points than a simple highway run.

There are about 18 navigation steps in the underlying route data, so the final approach matters more than the middle miles.

Poplar Street is one of the defining roads on this drive.

Main Roads

Road	Distance	Duration
Poplar Street	0 mi	0m
Highway 40	0 mi	0m
I-70 East	0 mi	0m
I 57 North	0 mi	0m
Dan Ryan Expressway	0 mi	0m
Dan Ryan Expressway (Express)	0 mi	0m
Canalport Avenue	0 mi	0m
South Ruble Street	0 mi	0m

Longest stretch: Poplar Street — 0 mi, about 0m

Step-by-Step Directions

1

Start on the route

2

Exit the roundabout

3

Turn straight onto Poplar Street

4

Enter the roundabout and take exit 1 toward US Highway 40

5

Exit the roundabout onto US Highway 40

6

Take the ramp right toward I-70 East: Effingham

7

Keep slight left to continue on I 57 North: Chicago

8

Continue on Dan Ryan Expressway

9

Keep slight left to continue on Dan Ryan Expressway (Express)

10

Take the exit slight right toward Canalport Avenue, Cermak Road

11

Turn slight left onto South Ruble Street

12

Turn slight left

13

Turn left onto South Canalport Avenue

14

Turn left onto South Halsted Street

15

Turn right onto West Cermak Road

16

Turn left

17

Turn right

18

Arrive at your destination

When to Leave

Morning Departure

An early start around 7-8 AM gets you there with plenty of daylight left.

Evening Departure

A late afternoon start means arriving after dark. Morning is better.

You can normally do this drive in one day.

Plan roughly 1 meaningful break for fuel, food, and rest.

The halfway point lands around 139 miles from Highland, IL.

This is a comfortable same-day trip.

Drive Plan

Departure

Before you leave

Start with fuel, water, and navigation already sorted so the first hour feels easy.

First stop

Around 80 miles

Use this first pause for coffee, a restroom break, and a quick traffic check ahead.

Halfway reset

Around 139 miles

This is the best place for your longest stop, a real meal, and a full fuel check.

Final approach

Last hour of driving

Traffic, exits, and arrival timing usually matter more near Chicago, IL than in the middle of the route.

Before You Leave

+

Open the route before leaving Highland, 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.

Trip Strategy

Day 1

Settle into the route from Highland, IL

This is one driving day of about 278 miles and 4h 22m.

Your first comfortable stop window is around 80 miles from Highland, 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.

Best Stop Towns on This Route

These towns line up with the pace of this drive and give you clearer places to stop with a purpose.

Late stop town

Meal stop

Champaign, IL

139 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.

Popular next leg

Champaign, IL to Chicago, IL

133.6 mi · 2h 10m

Travel Advice

Arrival Notes

The final approach into Chicago, IL usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.

Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Chicago, IL.

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.

Stops Along the Way

Halfway Point

Midpoint

About 139 mi from Highland, IL

Edwardsville, IL

Fuel and coffee

A short stop after about 80 miles helps settle the day before fatigue starts building.

Champaign, IL

Meal break

The midpoint is around 139 miles from Highland, IL, which is a good place for a longer meal and fuel stop.

These stop ideas are pacing suggestions for the drive, so the exact town or exit can change with traffic, hotel plans, and fuel range.

Fuel & Cost

Fuel Type	$/gal	One Way	Round Trip
regular	$3.77	$41.27	$82.55
midgrade	$4.25	$46.55	$93.10
premium	$4.65	$50.94	$101.87
diesel	$5.30	$58.05	$116.10

Based on 25.4 MPG average. Estimated CO2 emission: 97.3 kg one way.

Frequently Asked Questions

The drive from Highland, IL to Chicago, IL covers 278 miles and takes about 4h 22m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.

The main roads are Poplar Street, Highway 40, I-70 East. Expect a mix of highway and local road driving.

This is a comfortable same-day trip.

The midpoint is about 139 miles from Highland, IL. Look for rest areas, gas stations, or food options near the halfway mark.

At current regular gas prices, expect to spend about $41.27 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.

An early start around 7-8 AM gets you there with plenty of daylight left. A late afternoon start means arriving after dark. Morning is better.

Plan about 1 meaningful break for fuel, food, or rest. Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.