The drive from Bolingbrook, IL to Crestwood, IL covers 332.4 miles and takes about 6h 12m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on I 57, Ken Gray Expressway, Veterans Memorial Tollway 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 $51.97 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
166.2 miles from Bolingbrook, IL
A natural place for your longest stop of the day
, about 3h 4m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 6h 12m. Total distance: 332.4 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
6h 12m drive, plan rest stops for pacing.
Drive Character
This is a 6h 12m highway drive covering 332.4 miles, with most of the trip on I 57 and Ken Gray Expressway. 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 21 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 Ken Gray Expressway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 1 miles in.
Driving Effort9/10
High effort - long or complex enough to need steady focus all day
Balances navigation complexity with total wheel time.
This is a demanding drive. With 19 significant decision points across 332.4 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: at 1 miles: Navigation decision point; at 2.4 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 3 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Critical Maneuvers
5 of 19 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
5
1 mi into trip|~2m in
Turn left toward I 55 North: Chicago
Navigation decision point
Toward I 55 North: Chicago
8
2.4 mi into trip|~4m in
Take the exit toward I 355 Toll: Northwest Suburbs, Southwest Suburbs
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 269
Toward I 355 Toll: Northwest Suburbs, Southwest...
7
3 mi into trip|~5m in
Keep slight right at fork toward I 355 South: Southwest Suburbs
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight right lane.
Toward I 355 South: Southwest Suburbs
5
3.5 mi into trip|~6m 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
15.2 mi into trip|~19m in
Keep slight left at fork toward I 80 East: Indiana
Highway fork - watch signs carefully
Exit 0A
Toward I 80 East: Indiana
Main Roads
Road
Distance
Duration
I 57
252.4 mi
4h 32m
Ken Gray Expressway
46.8 mi
50m
Veterans Memorial Tollway
11.6 mi
12m
I 80
10.6 mi
12m
Power Plant Road
2.7 mi
6m
Adlai Stevenson Expressway
1.2 mi
1m
North Bolingbrook Drive
1 mi
2m
Lake Egypt Road
1 mi
2m
Longest stretch:
I 57
— 252.4 mi, about 4h 32m
Turn-by-Turn Driving Directions
Step-by-step road directions between Bolingbrook, IL and Crestwood, IL.
1
Start on IL 53
1.0 mi·2 min·North Bolingbrook Drive
2
Turn left
0.3 mi·32 sec
Toward I 55 North: Chicago
3
Merge onto I 55
1.2 mi·1 min·Adlai Stevenson Expressway
4
Take the exit
0.5 mi·1 min
Exit 269Toward I 355 Toll: Northwest Suburbs, Southwest SuburbsUse the straight / slight right lanes.
5
Keep slight right at fork
0.6 mi·1 min
Toward I 355 South: Southwest SuburbsUse the slight right lane.
6
Merge onto I 355
12 mi·12 min·Veterans Memorial Tollway
Use the straight / slight right lanes.
7
Keep slight left at fork
1.3 mi·2 min
Exit 0AToward I 80 East: Indiana
8
Merge onto I 80
11 mi·12 min·I 80
Use the straight / slight right lanes.
9
Take the exit
0.6 mi·1 min
Exit 151AToward I 57 South: Memphis
10
Merge onto I 57
187 mi·3 hr 21 min·I 57
Use the straight / slight right lanes.
11
Keep slight left at fork onto I 57
66 mi·1 hr 10 min·I 57
Toward I 57 South: Memphis
12
Keep slight right at fork onto I 57
47 mi·50 min·Ken Gray Expressway
13
Take the exit
0.3 mi·50 sec
Exit 45Toward IL 148
14
Turn right onto IL 148
0.7 mi·1 min·IL 148
15
Turn left onto IL 37
0.3 mi·30 sec·IL 37
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
283 ft·17 sec·Ridgeway
20
Turn left onto Pinewood Drive
385 ft·17 sec·Pinewood Drive
21
Arrive at destination
Pinewood Drive
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 166.2 miles from Bolingbrook, IL, or about 3h 4m 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 73 miles or 1h 24m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 166.2 miles or 3h 4m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 4h 59m
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 Bolingbrook, 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 Bolingbrook, IL
This is one driving day of about 332.4 miles and 6h 12m.
Your first comfortable stop window is around 73 miles from Bolingbrook, 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.
Halfway Point
Midpoint
About 166.2 mi from Bolingbrook, IL
· 3h 4m 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...
15 mi from route
~37 min detour
Free
near mile 22.9
Park data from the National Park Service API. Alerts update every 2 hours.
Fuel & Cost
Regular Gas
$51.97 one way
$103.93 round trip
$3.97/gal25.4 MPG avg116 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.36
$57.06
$114.12
premium
$4.89
$63.97
$127.93
diesel
$5.61
$73.39
$146.78
Estimated Tolls: $0.81
Veterans Memorial Tollway
(11.6 mi)$0.81
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
$52
Tolls
$1
Meals
$25–$50
Total
$78–$103
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 116.3 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $35 in charging
· 1 stop
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
99.7
1
$34.90
$15.96
Efficient EV
83.1
0
$29.08
$13.30
EV Truck/SUV
133
1
$46.54
$21.27
Gas CO2
116 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
Current conditions at both ends of the drive.
Forecast as of Apr 15, 2026
Origin
Bolingbrook, IL
Afternoon
in Bolingbrook on Friday
Local time
12:25 PM
CDT
Current temp
68°F
Unavailable
Live forecast
Destination
Crestwood, IL
Afternoon
in Crestwood on Friday
Local time
12:25 PM
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
11 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 12m 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 Bolingbrook, IL to Crestwood, IL covers 332.4 miles and takes about 6h 12m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are I 57, Ken Gray Expressway, Veterans Memorial Tollway. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 166.2 miles from Bolingbrook, IL. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $51.97 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.
This is a demanding drive. With 19 significant decision points across 332.4 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: at 1 miles: Navigation decision point; at 2.4 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 3 miles: Highway fork - watch signs carefully. Lane positioning matters here.
The route from Bolingbrook, IL to Crestwood, IL does not surface many named destination signs beyond the main corridor.
Yes. Nearby national parks include Pullman National Historical Park.
How this page is built
Compiled by the Trip.ovh 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.
