How far is Oakwood Hills, IL from Chicago, IL?
The driving distance from Oakwood Hills, IL to Chicago, IL is about 49.8 miles (80.2 km), with a travel time of about 01h 12m by car.
- The straight-line flight distance is about 40.9 miles (65.9 km).
- For a round trip, plan for roughly 02h 25m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM CDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 01h 12m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Township in Iroquois County, Illinois
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny then Showers And Thunderstorms
Partly Sunny then Showers And Thunderstorms Likely
Driving Route Map
The map below follows the saved road route between Oakwood Hills and Chicago.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oakwood Hills and Chicago.
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1
Start on Oakhill Road
155 m · 28 sec · Oakhill Road
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2
At the end of the road, turn left onto Lake Shore Drive
929 ft · 41 sec · Lake Shore Drive
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3
Keep slight right to continue on Lake Shore Drive
1142 ft · 50 sec · Lake Shore Drive
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4
Continue on Silver Lake Trail
2422 ft · 2 min · Silver Lake Trail
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5
Continue on Silver Lake Road
1.3 mi · 5 min · Silver Lake Road
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6
Continue on Cary Algonquin Road
618 ft · 35 sec · Cary Algonquin Road
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7
Turn left onto Northwest Highway
2.7 mi · 4 min · Northwest Highway
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8
Turn left onto State Route 22
4.9 mi · 8 min · State Route 22
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9
Continue on West Main Street
1933 ft · 49 sec · West Main Street
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10
Turn right onto Rand Road
4.4 mi · 5 min · Rand Road
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11
Continue on North Rand Road
4.5 mi · 7 min · North Rand Road
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12
Turn left onto Palatine Road
3.8 mi · 6 min · Palatine Road
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13
Take the exit slight right toward US 45, IL 21: Milwaukee Avenue
104 m · 9 sec
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14
Turn straight onto East Palatine Road
3061 ft · 1 min · East Palatine Road
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15
Turn right onto Milwaukee Avenue
4.4 mi · 7 min · Milwaukee Avenue
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16
Continue on North Milwaukee Avenue
3.7 mi · 6 min · North Milwaukee Avenue
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17
Turn left onto West Touhy Avenue
1.1 km · 1 min · West Touhy Avenue
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18
Turn right onto North Caldwell Avenue
2.4 mi · 4 min · North Caldwell Avenue
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19
Take the ramp straight toward I 94 East
1370 ft · 35 sec
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20
Merge slight left onto Edens Expressway
2.1 mi · 2 min · Edens Expressway
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21
Continue on Kennedy Expressway
8.1 mi · 12 min · Kennedy Expressway
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22
Continue on Dan Ryan Expressway
1.5 km · 1 min · Dan Ryan Expressway
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23
Take the exit slight right toward 18th Street
1398 ft · 34 sec
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24
Turn slight left onto South Union Avenue
963 ft · 30 sec · South Union Avenue
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25
Turn right onto South Canalport Avenue
154 m · 13 sec · South Canalport Avenue
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26
Turn left onto South Halsted Street
737 ft · 19 sec · South Halsted Street
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27
Turn right onto West Cermak Road
976 ft · 25 sec · West Cermak Road
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28
Turn left
46 m · 11 sec
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29
Turn right
794 ft · 58 sec
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30
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Oakwood Hills and Chicago.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
Kennedy Expressway
Continue on Kennedy Expressway
8.12 mi · 00h 12m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Partly Sunny then Showers And Thunderstorms leaving Oakwood Hills and Partly Sunny then Showers And Thunderstorms Likely near Chicago.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oakwood Hills to Chicago?
The road trip is about 49.8 miles (80.2 km) and usually takes 01h 12m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Ridgeland is a useful midpoint, sitting about 23.6 miles from Oakwood Hills and 26.2 miles from Chicago.
How much longer is the road route than the straight-line distance?
The direct path is about 40.9 miles (65.9 km), while the road route adds roughly 8.9 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 8:00 AM to 10:00 AM CDT. If you want a more comfortable same-day return, try to leave by 4:04 PM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $6.64 one way or $13.27 round trip. Estimated CO2 is about 15.6 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny then Showers And Thunderstorms around Oakwood Hills and Partly Sunny then Showers And Thunderstorms Likely near Chicago.
Stop Ideas Near Ridgeland
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Ridgeland.
Glenview station
La Grange Road
Chicago Union Station
Summit
Flight Path Map
This map shows the direct air route between Oakwood Hills and Chicago. Straight-line distance: 40.93 mi (65.87 km).
#1 Oakwood Hills
City in Illinois, United States of America
| Population | 2,011 |
| Coordinates | 42.2464100, -88.2428600 |
| Altitude | 252 |
| Country | United States |
#2 Chicago
The third most populous city in the United States and the center of the Chicago metropolitan area.
| Population | 2,677,643 |
| Coordinates | 41.850033, -87.6500523 |
| Altitude | 179 |
| Country | United States |
End: (-87.650099, 41.850032)
Estimated Travel Time
Distance: 80 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 39m |
| 40 mph (64.37 km/h) | 01h 14m |
| 50 mph (80.47 km/h) | 00h 59m |
| 60 mph (96.56 km/h) | 00h 49m |
| 70 mph (112.65 km/h) | 00h 42m |
| 80 mph (129 km/h) | 00h 37m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $6.64 | $13.27 |
| Mid-grade | $4.25 | $7.49 | $14.97 |
| Premium | $4.65 | $8.19 | $16.38 |
| Diesel | $5.30 | $9.34 | $18.67 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Illinois · Jun 11, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.