How far is Chicago, IL from Oakwood Hills, IL?

The driving distance from Chicago, IL to Oakwood Hills, IL is about 47.6 miles (76.6 km), with a travel time of about 01h 20m by car.

  • The straight-line flight distance is about 40.9 miles (65.9 km).
  • For a round trip, plan for roughly 02h 40m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 8:00 AM to 10:00 AM CST.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
47.62 mi
01h 20m
Flight
40.93 mi
65.87 km direct

This route works well as a day trip with time at the destination.

Learn Distance

Choose another destination from Chicago.

Flight Distance

Direct air line
40.93 mi
Kilometers
65.87 km
Flight Time
00h 04m

Driving Distance

Road route
47.62 mi
Kilometers
76.63 km
Drive Time
01h 20m

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 20m.

Arrival Snapshot
Arrive in Oakwood Hills
Sun, Nov 1, 9:00 PM CST
Return by in Chicago
Sun, Nov 1, 10:20 PM CST
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Chicago
2026-11-01T19:39
Arrive Oakwood Hills
Sun, Nov 1, 9:00 PM CST
Route Timing
01h 20m
One way by road
Best Departure Window
8:00 AM to 10:00 AM CST
Aim for a morning departure
Arrive between
9:20 AM to 11:20 AM CST

A morning start gives you useful time at the destination and keeps the return out of the late evening.

Leave by
3:50 PM CST
Keeps a same-day return open with about 03h 00m at the destination.
Back in Chicago
9:30 PM CST
Morning start is best

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.

Mid-route stop
Ridgeland
IL

Township in Iroquois County, Illinois

From Chicago
23.8 mi
00h 40m
To Oakwood Hills
23.9 mi
00h 40m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
64ยฐF
Sunday

Slight Chance Rain Showers

Starts
Sun, Nov 1 6:00 AM CST
Wind
5 mph SSE
Destination
64ยฐF
Sunday

Slight Chance Rain Showers

Starts
Sun, Nov 1 6:00 AM CST
Wind
5 mph SSE

Driving Route Map

The map below follows the saved road route between Chicago and Oakwood Hills.

Turn-by-Turn Driving Directions

Step-by-step road directions between Chicago and Oakwood Hills.

  1. 1

    Start on the route

    943 ft ยท 1 min

  2. 2

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

    947 ft ยท 26 sec ยท West Cermak Road

  3. 3

    Turn left onto South Halsted Street

    737 ft ยท 17 sec ยท South Halsted Street

  4. 4

    Turn right onto South Canalport Avenue

    881 ft ยท 23 sec ยท South Canalport Avenue

  5. 5

    Turn left onto South Ruble Street

    676 ft ยท 23 sec ยท South Ruble Street

  6. 6

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

    1758 ft ยท 43 sec

  7. 7

    Merge slight left onto Dan Ryan Expressway

    1.5 km ยท 1 min ยท Dan Ryan Expressway

  8. 8

    Continue on Kennedy Expressway

    8.2 mi ยท 12 min ยท Kennedy Expressway

  9. 9

    Continue on Edens Expressway

    2.2 mi ยท 2 min ยท Edens Expressway

  10. 10

    Take the exit slight right toward US 14 West: Caldwell Avenue

    1068 ft ยท 26 sec

  11. 11

    Turn slight right onto North Caldwell Avenue

    2.5 mi ยท 4 min ยท North Caldwell Avenue

  12. 12

    Turn left onto West Touhy Avenue

    1.1 km ยท 1 min ยท West Touhy Avenue

  13. 13

    Turn right onto North Milwaukee Avenue

    142 m ยท 11 sec ยท North Milwaukee Avenue

  14. 14

    Continue on North Milwaukee Avenue

    3.6 mi ยท 6 min ยท North Milwaukee Avenue

  15. 15

    Continue on Milwaukee Avenue

    4.5 mi ยท 7 min ยท Milwaukee Avenue

  16. 16

    Turn left onto Old Palatine Road

    2346 ft ยท 1 min ยท Old Palatine Road

  17. 17

    Continue on West Palatine Road

    560 ft ยท 15 sec ยท West Palatine Road

  18. 18

    Take the ramp slight left toward Palatine Road

    109 m ยท 10 sec

  19. 19

    Merge slight left onto Palatine Road

    3.8 mi ยท 6 min ยท Palatine Road

  20. 20

    Turn right onto East Rand Road

    8.9 mi ยท 13 min ยท East Rand Road

  21. 21

    Turn left onto West Main Street

    2018 ft ยท 53 sec ยท West Main Street

  22. 22

    Continue on State Route 22

    4.9 mi ยท 8 min ยท State Route 22

  23. 23

    At the end of the road, turn right onto South Northwest Highway

    2.7 mi ยท 4 min ยท South Northwest Highway

  24. 24

    Turn right onto Cary Algonquin Road

    618 ft ยท 29 sec ยท Cary Algonquin Road

  25. 25

    Continue on Silver Lake Road

    1.3 mi ยท 5 min ยท Silver Lake Road

  26. 26

    Continue on Silver Lake Trail

    2422 ft ยท 2 min ยท Silver Lake Trail

  27. 27

    Continue on Lake Shore Drive

    2072 ft ยท 2 min ยท Lake Shore Drive

  28. 28

    Turn right onto Oakhill Road

    155 m ยท 22 sec ยท Oakhill Road

  29. 29

    Arrive at your destination

    0 m ยท 1 sec ยท Oakhill Road

Car Route Details

A richer read on the saved driving route between Chicago and Oakwood Hills.

OSRM road route
Drive Character

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.

Directions
29 steps
13 turns on the saved route
Ramps & Exits
5
2 merges, 3 ramps or exits
Navigation Density
60.9 / 100 mi
Decision points by distance
Main Roads
East Rand Road
8.86 mi ยท 19%
Kennedy Expressway
8.16 mi ยท 17%
State Route 22
4.95 mi ยท 10%
Milwaukee Avenue
4.46 mi ยท 9%
Palatine Road
3.87 mi ยท 8%
North Milwaukee Avenue
3.7 mi ยท 8%
Longest Stretch

East Rand Road

Turn right onto East Rand Road

8.86 mi ยท 00h 13m

Route Summary

A quick read on whether this route feels easy, ambitious, or worth planning around.

Trip Read

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.

Drive Time
01h 20m
Day trip friendly
Same-Day Return
02h 40m
Round-trip wheel time
Road vs Air
+6.7 mi
40.9 mi direct line
Halfway Stop
Ridgeland
00h 40m from Chicago
Leave By
3:50 PM CST
Morning start is best
Weather Watch

Slight Chance Rain Showers leaving Chicago and Slight Chance Rain Showers near Oakwood Hills.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Chicago to Oakwood Hills?

The road trip is about 47.6 miles (76.6 km) and usually takes 01h 20m 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 23.8 miles from Chicago and 23.9 miles from Oakwood Hills.

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 6.7 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 CST. If you want a more comfortable same-day return, try to leave by 3:50 PM CST.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $7.96 one way or $15.92 round trip. Estimated CO2 is about 14.9 kg one way.

What should you check before leaving?

Before you leave, expect Slight Chance Rain Showers around Chicago and Slight Chance Rain Showers near Oakwood Hills.

Stop Ideas Near Ridgeland

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
Local place coverage is thin around Ridgeland, so nearby transit and meeting points are shown instead.
Reviewed stop coverage is still thin around this midpoint, so practical transit waypoints are shown on the right.

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Ridgeland.

RAIL

Glenview station

8 mi away
1116 Depot St.
RAIL

La Grange Road

34 mi away
25 West Burlington St.
RAIL

Chicago Union Station

34 mi away
225 South Canal Street
RAIL

Summit

37 mi away
Archer Ave. and South Center Ave.

Flight Path Map

This map shows the direct air route between Chicago and Oakwood Hills. Straight-line distance: 40.93 mi (65.87 km).

Chicago

#1 Chicago

The third most populous city in the United States and the center of the Chicago metropolitan area.

Population2,677,643
Coordinates41.850033, -87.6500523
Altitude179
CountryUnited States
Oakwood Hills

#2 Oakwood Hills

City in Illinois, United States of America

Population2,011
Coordinates42.2464100, -88.2428600
Altitude252
CountryUnited States
Start: Chicago (-87.650052, 41.850033)
End: Oakwood Hills (-88.24286, 42.24641)

Estimated Travel Time

Distance: 77 km by road

SpeedTime
30 mph (48.3 km/h)01h 35m
40 mph (64.37 km/h)01h 11m
50 mph (80.47 km/h)00h 57m
60 mph (96.56 km/h)00h 47m
70 mph (112.65 km/h)00h 40m
80 mph (129 km/h)00h 35m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
1.68 gal
6.36 L ยท about $7.96
Round trip
$15.92
3.36 gal ยท 12.72 L
Estimated CO2
14.9 kg one way
Round trip: 29.9 kg / 66 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $4.74 $7.96 $15.92
Mid-grade $5.36 $9.01 $18.02
Premium $5.92 $9.94 $19.88
Diesel $6.64 $11.16 $22.31

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 ยท Nov 01, 2026

There is no time difference between Chicago and Oakwood Hills. The current time is 19:39:56.

Distance to Other Cities

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.