How far is York, IL from Highwood, IL?
The driving distance from York, IL to Highwood, IL is about 240.3 miles (386.8 km), with a travel time of about 05h 32m by car.
- The straight-line flight distance is about 209.4 miles (337 km).
- For a round trip, plan for roughly 11h 05m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM CDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
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 05h 32m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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.
Slight Chance Rain And Snow Showers then Sunny
Areas Of Frost then Chance Rain Showers
Driving Route Map
The map below follows the saved road route between York and Highwood.
Turn-by-Turn Driving Directions
Step-by-step road directions between York and Highwood.
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1
Start on North York Street
621 ft · 29 sec · North York Street
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2
At the end of the road, turn right onto West Broadway Street
1290 ft · 57 sec · West Broadway Street
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3
Continue on East 150th Road
1.9 mi · 8 min · East 150th Road
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4
Turn sharp right onto IL 1
17.8 mi · 27 min · IL 1
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5
Take the ramp right toward IL 1
1963 ft · 48 sec
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6
Merge slight left
9.6 mi · 11 min
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7
Take the exit slight left toward National Avenue, West Terre Haute, Terre Haute
3264 ft · 51 sec
-
8
Continue on West National Avenue
3.5 mi · 6 min · West National Avenue
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9
Turn left onto N 3rd Street
1.9 mi · 3 min · N 3rd Street
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10
Continue on US 150
4.5 mi · 7 min · US 150
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11
Turn right onto Pennington Road
1383 ft · 1 min · Pennington Road
-
12
Continue straight
1740 ft · 1 min
-
13
Turn left
58.9 mi · 1 hr 15 min
-
14
Continue straight
80.6 mi · 1 hr 46 min
-
15
Turn left onto West Lincoln Highway
746 ft · 24 sec · West Lincoln Highway
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16
Continue on Joliet Street
2.7 mi · 5 min · Joliet Street
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17
Continue on Lincoln Highway
1.6 km · 2 min · Lincoln Highway
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18
Continue on Glenwood Dyer Road
3.1 mi · 5 min · Glenwood Dyer Road
-
19
Take the ramp slight right toward IL 394 North
2063 ft · 50 sec
-
20
Merge slight left onto Calumet Expressway
3.7 mi · 5 min · Calumet Expressway
-
21
Continue on Bishop Ford Freeway
7.9 mi · 11 min · Bishop Ford Freeway
-
22
Keep slight left to continue on Bishop Ford Freeway
2.8 mi · 4 min · Bishop Ford Freeway
-
23
Continue on Dan Ryan Expressway
3.3 mi · 5 min · Dan Ryan Expressway
-
24
Keep slight left to continue on Dan Ryan Expressway (Express)
7.9 mi · 11 min · Dan Ryan Expressway (Express)
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25
Continue on Kennedy Expressway
8.2 mi · 12 min · Kennedy Expressway
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26
Continue on Edens Expressway
13.5 mi · 17 min · Edens Expressway
-
27
Keep slight left to continue on Skokie Highway
3 mi · 3 min · Skokie Highway
-
28
Take the exit slight right toward Central Avenue East
1471 ft · 36 sec
-
29
Turn straight onto Deerfield Road
617 ft · 14 sec · Deerfield Road
-
30
Continue on Central Avenue
1 km · 1 min · Central Avenue
-
31
Turn left onto Green Bay Road
1.1 mi · 2 min · Green Bay Road
-
32
Turn left onto Prairie Avenue
71 m · 7 sec · Prairie Avenue
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33
Arrive at your destination
0 m · 1 sec · Prairie Avenue
Car Route Details
A richer read on the saved driving route between York and Highwood.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
Pennington Road
Continue straight
80.6 mi · 01h 46m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Slight Chance Rain And Snow Showers then Sunny leaving York and Areas Of Frost then Chance Rain Showers near Highwood.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from York to Highwood?
The road trip is about 240.3 miles (386.8 km) and usually takes 05h 32m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Stockland is a useful midpoint, sitting about 120.2 miles from York and 120.1 miles from Highwood.
How much longer is the road route than the straight-line distance?
The direct path is about 209.4 miles (337 km), while the road route adds roughly 30.9 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 6:00 AM to 8:00 AM CDT. If you want a more comfortable same-day return, try to leave by 5:54 AM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $31.98 one way or $63.96 round trip. Estimated CO2 is about 75.4 kg one way.
What should you check before leaving?
Before you leave, expect Slight Chance Rain And Snow Showers then Sunny around York and Areas Of Frost then Chance Rain Showers near Highwood.
Stop Ideas Near Stockland
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 Stockland.
Gilman
Rensselaer
Danville, Illinois
Rantoul
Flight Path Map
This map shows the direct air route between York and Highwood. Straight-line distance: 209.43 mi (337.04 km).
#1 York
Town in Clark County, Wisconsin, USA
| Population | 853 |
| Coordinates | 39.1714300, -87.6391900 |
| Altitude | 137 |
| Country | United States |
#2 Highwood
City in Illinois
| Population | 5,301 |
| Coordinates | 42.1997500, -87.8092300 |
| Altitude | 206 |
| Country | United States |
End: Highwood (-87.80923, 42.19975)
Estimated Travel Time
Distance: 387 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 08h 00m |
| 40 mph (64.37 km/h) | 06h 00m |
| 50 mph (80.47 km/h) | 04h 48m |
| 60 mph (96.56 km/h) | 04h 00m |
| 70 mph (112.65 km/h) | 03h 26m |
| 80 mph (129 km/h) | 02h 59m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $31.98 | $63.96 |
| Mid-grade | $4.25 | $36.07 | $72.13 |
| Premium | $4.65 | $39.47 | $78.93 |
| Diesel | $5.30 | $44.98 | $89.96 |
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 · Apr 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.