Trip from Chicago, IL to Crestwood, IL

Drive Time

6h 11m

Distance

329.3 mi

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$49

one way

Trip Overview

The drive from Chicago, IL to Crestwood, IL covers 329.3 miles and takes about 6h 11m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on West Cermak Road, South Halsted Street, South Canalport Avenue for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $48.89 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

164.7 miles from Chicago, IL

A natural place for your longest stop of the day , about 3h 5m into the drive .

Drive Character

Expect a 6h 11m drive with frequent turns across 329.3 miles of local and secondary roads.

This route has more turning and local-road decision points than a simple highway run.
There are about 21 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
West Cermak Road is one of the defining roads on this drive.

Main Roads

Road Distance Duration
West Cermak Road Unavailable Refreshing
South Halsted Street Unavailable Refreshing
South Canalport Avenue Unavailable Refreshing
I 90 East Unavailable Refreshing
I 90 Unavailable Refreshing
Dan Ryan Expressway Unavailable Refreshing
Dan Ryan Expressway (Express) Unavailable Refreshing
I 57 South Unavailable Refreshing

Per-road distance and duration are being refreshed from OSRM for this route.

Longest stretch: West Cermak Road — detailed segment metrics are refreshing.

Turn-by-Turn Driving Directions

Step-by-step road directions between Chicago, IL and Crestwood, IL.

1

Start on the route

0.2 mi · 1 min · the route
2

At the end of the road, turn right onto West Cermak Road

0.2 mi · 26 sec · West Cermak Road
3

Turn left onto South Halsted Street

0.1 mi · 17 sec · South Halsted Street
4

Turn right onto South Canalport Avenue

285 ft · 6 sec · South Canalport Avenue
5

Turn slight right

112 ft · 5 sec
6

Take the ramp straight toward I 90 East, I 94 East

456 ft · 11 sec · I 90 East, I 94 East
7

Keep slight left to continue on I 90, I 94 East: Indiana

0.2 mi · 23 sec · I 90, I 94 East: Indiana
8

Merge slight left onto Dan Ryan Expressway

0.7 mi · 48 sec · Dan Ryan Expressway
9

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

8.8 mi · 11 min · Dan Ryan Expressway (Express)
10

Keep slight right to continue on I 57 South: Memphis

201 mi · 3 hr 40 min · I 57 South: Memphis
11

Keep slight left to continue on I 57 South: Memphis

66 mi · 1 hr 10 min · I 57 South: Memphis
12

Keep slight right to continue on Ken Gray Expressway

47 mi · 50 min · Ken Gray Expressway
13

Take the exit slight right toward IL 148

0.3 mi · 50 sec · IL 148
14

Turn right

0.7 mi · 1 min
15

Turn left

0.3 mi · 31 sec
16

Turn right onto Lake Egypt Road

1.0 mi · 2 min · Lake Egypt Road
17

Turn right onto Power Plant Road

2.7 mi · 6 min · Power Plant Road
18

Turn left onto McKinney Chapel Road

0.5 mi · 2 min · McKinney Chapel Road
19

Turn right onto Ridgeway

282 ft · 18 sec · Ridgeway
20

Turn left onto Pinewood Drive

384 ft · 17 sec · Pinewood Drive
21

Arrive at your destination

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 1 meaningful break for fuel, food, and rest.
The halfway point lands around 164.7 miles from Chicago, IL, or about 3h 5m into the drive.

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 80 miles or 1h 30m in

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

Halfway reset

Around 164.7 miles or 3h 5m 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 4m

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

Before You Leave

+

Open the route before leaving Chicago, 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 Chicago, IL

This is one driving day of about 329.3 miles and 6h 11m.

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

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Halfway Point

Midpoint

About 164.7 mi from Chicago, IL · 3h 5m into the drive

Mid-route town

Meal stop

Plainfield, IL

165 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

New Lenox, IL

Fuel and coffee

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

Plainfield, IL

Meal break

The midpoint is around 164.7 miles from Chicago, IL, which is a good place for a longer meal and fuel stop.

Arriving in Crestwood, IL

The final approach into Crestwood, 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 Crestwood, IL.

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

Fuel & Cost

Regular Gas

$48.89 one way

$97.78 round trip

$3.77/gal 25.4 MPG avg 115 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.25 $55.14 $110.28
premium $4.65 $60.34 $120.67
diesel $5.30 $68.76 $137.53

No toll roads detected on this route.

Estimated Trip Cost (one way, 1 person)

Fuel

$49

Meals

$25–$50

Total

$74–$99

Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.

Estimated CO2 emission: 115.2 kg one way.

Driving Electric?

About $35 in charging · 1 stop · 66% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 98.8 1 $34.58 $15.81
Efficient EV 82.3 0 $28.81 $13.17
EV Truck/SUV 131.7 1 $46.10 $21.08

Gas CO2

115 kg

EV CO2

39 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

Local time and weather at both ends of the drive

Current conditions at both ends of the drive. If you're planning ahead, check the forecast closer to your travel date.

Forecast data refreshed 1 day ago

Origin

Chicago, IL

Morning in Chicago on Saturday

Local time

6:33 AM

CDT

Current temp

46°F

Forecast unavailable right now

CDT Live mapsof forecast

Destination

Crestwood, IL

Morning in Crestwood on Saturday

Local time

6:33 AM

CDT

Current temp

58°F

Forecast unavailable right now

CDT Live mapsof forecast

Along the Route

57°F

Plainfield, IL

165 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

12 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 11m on the road

Start early — leave by 6-7 AM to arrive at a reasonable hour.

Frequently Asked Questions

The drive from Chicago, IL to Crestwood, IL covers 329.3 miles and takes about 6h 11m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are West Cermak Road, South Halsted Street, South Canalport Avenue. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 164.7 miles from Chicago, IL. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $48.89 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 1 meaningful break for fuel, food, or rest. Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.

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Explore More

Return Trip

Crestwood, IL to Chicago, IL

Plan the drive back the other way.

329.7 mi 5h 15m

Explore more options from Chicago, IL or browse trips ending in Crestwood, IL.

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