The drive from York, IL to Highland Park, IL covers 239.4 miles and takes about 5h 30m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on US 41, SR 63, IL 1 for much of the mileage,
and the overall profile is highway-focused drive.
The longest uninterrupted segment is about 80.6 miles on US 41.
At current regular gas prices, budget about $37.43 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
119.7 miles from York, IL
A natural place for your longest stop of the day
, about 2h 46m into the drive
.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 5h 30m. Total distance: 239.4 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 30m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (91%). Some complex stretches to watch for.
Drive Character
This is a 5h 30m highway drive covering 239.4 miles, with most of the trip on US 41 and SR 63. The longest continuous stretch is about 80.6 miles on US 41.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 32 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
US 41 is the longest continuous segment at about 80.6 miles.
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on US 41 and SR 63. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 30.1 miles in.
Driving Effort8/10
Demanding - plan breaks and stay ahead of the key maneuvers
Balances navigation complexity with total wheel time.
This is a demanding drive. With 16 significant decision points across 239.4 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 30.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 199.5 miles (I 94 / Bishop Ford Freeway): Highway fork - watch signs carefully. Lane positioning matters here; at 205.6 miles (I 94 / Dan Ryan Expressway (Express)): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 16 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
8
30.1 mi into trip|~47m in
Take the exit toward National Avenue, West Terre Haute, Terre Haute
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / straight lanes.
Exit 1
Toward National Avenue, West Terre Haute, Terre...
7
199.5 mi into trip|~4h 36m in|I 94 / Bishop Ford Freeway
Keep slight left at fork onto I 94 / Bishop Ford Freeway toward I 94 West: Chicago Loop
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Toward I 94 West: Chicago Loop
8
205.6 mi into trip|~4h 44m in|I 94 / Dan Ryan Expressway (Express)
Keep slight left at fork onto I 94 / Dan Ryan Expressway (Express) toward I 90 Express, I 94 Express: Pershing Road
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Toward I 90 Express, I 94 Express: Pershing Roa...
6
235.2 mi into trip|~5h 25m in|US 41 / Skokie Highway
Keep slight left at fork onto US 41 / Skokie Highway
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
6
238.2 mi into trip|~5h 28m in
Take the exit toward Central Avenue East
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the slight right lane.
Toward Central Avenue East
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
On the drive from York, IL to Highland Park, IL, road signs begin pointing toward Terre Haute along the way.
Terre Haute
30.1 mi in|~47m
Main Roads
Road
Distance
Duration
US 41
80.6 mi
1h 45m
SR 63
58.9 mi
1h 14m
IL 1
17.8 mi
26m
Edens Expressway
13.5 mi
17m
Bishop Ford Freeway
10.7 mi
14m
I 70
9.6 mi
11m
Kennedy Expressway
8.2 mi
11m
Dan Ryan Expressway (Express)
7.9 mi
11m
Longest stretch:
US 41
— 80.6 mi, about 1h 45m
Turn-by-Turn Driving Directions
Step-by-step road directions between York, IL and Highland Park, IL.
1
Start on North York Street
0.1 mi·29 sec·North York Street
2
At end of road, turn right onto West Broadway Street
0.2 mi·56 sec·West Broadway Street
3
Continue on East 150th Road
1.9 mi·7 min·East 150th Road
4
Turn sharp right onto IL 1
18 mi·26 min·IL 1
5
Take the ramp
0.4 mi·47 sec
Toward IL 1
6
Merge onto I 70
9.6 mi·11 min·I 70
7
Take the exit
0.6 mi·50 sec
Exit 1Toward National Avenue, West Terre Haute, Terre HauteUse the slight left / straight lanes.
8
Continue on West National Avenue
3.5 mi·5 min·West National Avenue
9
Turn left onto US 150
1.9 mi·2 min·N 3rd Street
10
Continue on US 150
4.5 mi·6 min·US 150
11
Turn right onto Pennington Road
0.3 mi·1 min·Pennington Road
12
Continue on this road
0.3 mi·1 min·this road
13
Turn left onto SR 63
59 mi·1 hr 14 min·SR 63
14
Continue on US 41
81 mi·1 hr 45 min·US 41
Use the left lane.
15
Turn left onto US 30
0.1 mi·23 sec·West Lincoln Highway
Use the left lane.
16
Continue on US 30
2.7 mi·5 min·Joliet Street
17
Continue on US 30
1.0 mi·2 min·Lincoln Highway
18
Continue on IL 83
3.1 mi·5 min·Glenwood Dyer Road
19
Take the ramp
0.4 mi·50 sec
Toward IL 394 North
20
Merge onto IL 394
3.7 mi·5 min·Calumet Expressway
21
Continue on I 94
7.9 mi·10 min·Bishop Ford Freeway
Use the straight / slight right lanes.
22
Keep slight left at fork onto I 94
2.8 mi·3 min·Bishop Ford Freeway
Toward I 94 West: Chicago LoopUse the straight / slight right lanes.
23
Continue on I 94
3.3 mi·4 min·Dan Ryan Expressway
Use the straight / slight right lanes.
24
Keep slight left at fork onto I 94
7.9 mi·11 min·Dan Ryan Expressway (Express)
Toward I 90 Express, I 94 Express: Pershing RoadUse the straight / slight right lanes.
25
Continue on I 90; I 94
8.2 mi·11 min·Kennedy Expressway
Use the straight / slight right lanes.
26
Continue on I 94
14 mi·17 min·Edens Expressway
Toward I 94 West: MilwaukeeUse the straight / slight right lanes.
27
Keep slight left at fork onto US 41
3.0 mi·3 min·Skokie Highway
Use the straight / slight right lanes.
28
Take the exit
0.3 mi·35 sec
Toward Central Avenue EastUse the slight right lane.
29
Turn straight onto Deerfield Road
0.1 mi·14 sec·Deerfield Road
30
Continue on Central Avenue
0.6 mi·1 min·Central Avenue
31
Turn right onto Green Bay Road
0.2 mi·25 sec·Green Bay Road
32
Arrive at destination
Green Bay Road
Trip Plan
Morning Departure
An early start around 7-8 AM gets you there with plenty of daylight left.
Evening Departure
A late afternoon start means arriving after dark. Morning is better.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 119.7 miles from York, IL, or about 2h 46m into the drive.
The longest continuous stretch on this route runs about 80.6 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 53 miles or 1h 21m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 119.7 miles or 2h 46m 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 31m
Traffic, exits, and arrival timing usually matter more near Highland Park, IL than in the middle of the route.
Before You Leave
+
Open the route before leaving York, 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 York, IL
This is one driving day of about 239.4 miles and 5h 30m.
Your first comfortable stop window is around 53 miles from York, 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 US 41 for about 80.6 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 119.7 mi from York, IL
· 2h 46m 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...
1 mi from route
~3 min detour
Free
near mile 198.1
Park data from the National Park Service API. Alerts update every 2 hours.
Fuel & Cost
Regular Gas
$37.43 one way
$74.85 round trip
$3.97/gal25.4 MPG avg84 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.36
$41.09
$82.19
premium
$4.89
$46.07
$92.14
diesel
$5.61
$52.86
$105.71
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$37
Meals
$25–$50
Total
$62–$87
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 83.8 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $25 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
71.8
0
$25.14
$11.49
Efficient EV
59.9
0
$20.95
$9.58
EV Truck/SUV
95.8
1
$33.52
$15.32
Gas CO2
84 kg
EV CO2
28 kg (67% less)
Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.
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
York, IL
Afternoon
in York on Thursday
Local time
4:07 PM
CDT
Current temp
54°F
Unavailable
Live forecast
Destination
Highland Park, IL
Afternoon
in Highland Park on Thursday
Local time
4:07 PM
CDT
Current temp
49°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
5 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
5h 30m on the road
An early start around 7-8 AM gets you there with plenty of daylight left.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from York, IL to Highland Park, IL covers 239.4 miles and takes about 5h 30m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are US 41, SR 63, IL 1. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 119.7 miles from York, IL. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $37.43 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
An early start around 7-8 AM gets you there with plenty of daylight left. A late afternoon start means arriving after dark. Morning is better.
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 16 significant decision points across 239.4 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 30.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 199.5 miles (I 94 / Bishop Ford Freeway): Highway fork - watch signs carefully. Lane positioning matters here; at 205.6 miles (I 94 / Dan Ryan Expressway (Express)): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
On the drive from York, IL to Highland Park, IL, road signs begin pointing toward Terre Haute along the way.
