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Trip from Shields, IL to Chicago, IL

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Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Oct 23, 2026 · Editorial standards

Drive Time

5h 32m

Distance

264.8 mi

426 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$44

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 40 min
4 AM
5h 19m ★
6 AM
5h 33m
8 AM
5h 59m
10 AM
5h 42m
12 PM
5h 39m
3 PM
5h 43m
5 PM
5h 58m
8 PM
5h 25m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

Downtown Shields, IL, IL

Shields, IL

Fernando Cortés

Downtown chicago-il

Chicago, IL

Otoniel Alvarado

Trip Overview

Shields, IL to Chicago, IL is 264.8 miles and takes about 5h 32m via I 57 and US-45, with a fuel budget near $42 and enough daylight to finish in a day. This trip stays within the Midwest, offering a straightforward drive from one point in Illinois to another. Given its manageable length and highway focus, it's well-suited for a single-day excursion. You'll mostly be on interstate before transitioning to surface roads as you approach your destination. Consider this route if you need an efficient way to get from point A to point B without extensive planning.

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

132.4 miles from Shields, IL

A natural place for your longest stop of the day , about 3h 2m into the drive .

Main Roads

Road Distance Duration
I 57 196 mi 3h 35m
County Road 925 E 16.2 mi 24m
United States Route 45 14.9 mi 22m
US 50 7.6 mi 8m
Dan Ryan Expressway (Express) 6.2 mi 8m
County Highway 13 5.7 mi 13m
County Road 250E 4.8 mi 11m
Dan Ryan Expressway 3.3 mi 4m
Longest stretch: I 57 — 196 mi, about 3h 35m

Traffic on I-57

Hour-of-day weekday pattern from 12 FHWA count stations on your route.

Peak

4 PM

~816 veh/hr typical · worst 1,091

Quietest

2 AM

~105 veh/hr

Peak-to-quiet ratio

7.8×

busier at peak than in the quiet hours

12a 6a noon 6p 11p

Averaged across 51 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).

Turn-by-Turn Driving Directions

Step-by-step road directions between Shields, IL and Chicago, IL.

1

Start on North Papertown Lane

47 ft · 4 sec · North Papertown Lane
2

Turn right onto 2350 North

0.1 mi · 25 sec · 2350 North
3

Continue on East Depeche Road

0.7 mi · 1 min · East Depeche Road
4

Continue on County Highway 15

0.5 mi · 1 min · County Highway 15
5

Continue on County Road 1450N

0.8 mi · 1 min · County Road 1450N
6

Continue on County Highway 15

0.3 mi · 49 sec · County Highway 15
7

Continue on County Road 1430N

0.2 mi · 30 sec · County Road 1430N
8

Continue on County Road 1420N

0.9 mi · 2 min · County Road 1420N
9

Turn left onto County Highway 13

3.2 mi · 7 min · County Highway 13
10

Continue on County Road 250E

4.8 mi · 11 min · County Road 250E
11

Continue on County Highway 13

2.5 mi · 6 min · County Highway 13
12

Continue on Fairfield Road

1.6 mi · 3 min · Fairfield Road
13

Continue on Fairfield Street

0.2 mi · 27 sec · Fairfield Street
14

Turn slight left onto South Main Street

0.2 mi · 31 sec · South Main Street
15

Turn right onto Front Street

0.1 mi · 17 sec · Front Street
16

Continue on Church Street

0.9 mi · 2 min · Church Street
17

Continue on Xenia Iola Road

0.2 mi · 36 sec · Xenia Iola Road
18

Turn right onto US 50

7.6 mi · 8 min · US 50
19

Turn left onto US 45

16 mi · 24 min · County Road 925 E
20

Continue on US 45

15 mi · 22 min · United States Route 45
21

Turn right onto US 40; US 45; IL 33

0.2 mi · 33 sec · West Fayette Avenue
22

Turn left onto US 45

1.7 mi · 2 min · South 3rd Street
23

Take the ramp

0.5 mi · 1 min
Toward I-57 North, I-70 East: Champaign, Terre Haute
24

Merge onto I 57; I 70

0.8 mi · 55 sec · I 57; I 70
25

Keep slight left at fork onto I 57

195 mi · 3 hr 34 min · I 57
Toward I 57 North: Chicago Use the straight / slight right lanes.
26

Continue on I 94

3.3 mi · 4 min · Dan Ryan Expressway
Use the straight / slight right lanes.
27

Keep slight left at fork onto I 94

6.2 mi · 8 min · Dan Ryan Expressway (Express)
Toward I 90 Express, I 94 Express: Pershing Road
28

Take the exit

0.3 mi · 39 sec
Exit 53A Toward Canalport Avenue, Cermak Road Use the straight / slight right lanes.
29

Turn slight left onto South Ruble Street

243 ft · 6 sec · South Ruble Street
30

Turn slight left

75 ft · 4 sec
31

Turn left onto South Canalport Avenue

0.2 mi · 26 sec · South Canalport Avenue
32

Turn left onto South Halsted Street

0.1 mi · 18 sec · South Halsted Street
33

Turn right onto West Cermak Road

0.2 mi · 24 sec · West Cermak Road
34

Turn left

152 ft · 11 sec
35

Turn right

0.2 mi · 58 sec
36

Arrive at destination

Trip Plan

For this 5h 32m drive, leaving in the morning is your best bet to maximize daylight and avoid the worst of Chicago's traffic. With only one recommended stop, you can be quite flexible with your timing. The fuel cost is estimated at $42, so ensure you have a full tank before departing Shields. Keep an eye on your fuel gauge, especially during the long 196-mile stretch on I 57, as services can be spaced out. As you move from I 57 onto US-45, be prepared for increased local traffic and more frequent intersections.

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 132.4 miles from Shields, IL, or about 3h 2m into the drive.
The longest continuous stretch on this route runs about 196 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 58 miles or 1h 40m in

Use this first pause for coffee, a restroom break, and a quick traffic check ahead.

Halfway reset

Around 132.4 miles or 3h 2m 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 35m

Traffic, exits, and arrival timing usually matter more near Chicago, IL than in the middle of the route.

Before You Leave

+

Open the route before leaving Shields, 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 Shields, IL

This is one driving day of about 264.8 miles and 5h 32m.

Your first comfortable stop window is around 58 miles from Shields, 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 196 miles.

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Downtown Champaign, IL, IL

Mid-route town

Meal stop

Champaign, IL

132 mi into the route

Best for: Lunch, fuel, and a longer reset

This sits close to the middle of the route, so it works well for the longest stop of the day.

Pacing Suggestions

Shelbyville, IL

Fuel and coffee

A short stop after about 58 miles helps settle the day before fatigue starts building.

Champaign, IL

Meal break

The midpoint is around 132.4 miles from Shields, IL, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before I 57 if your tank is already low. That segment runs about 196 miles.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

Stops Along Your Drive

Picked by where they fit in your drive — first break, midpoint reset, final stretch.

Best meal stop · early in the drive

Joe's Pizza & Pasta

4.6 ★ ★ ★ ★ ★

Effingham, Illinois

Early in the drive, right off the route

Early stretch · 1h 11m in 0.6 mi from route ~1 min detour $10 to $20

Hours: 11 am–9 pm

+12173475637

Visit website

Gabby Goat American Pub & Grill

4.6 ★ ★ ★ ★ ★

Effingham, Illinois

0.7 mi

Han 202 Restaurant

4.8 ★ ★ ★ ★ ★

Chicago, Illinois

0.9 mi

Best coffee break · home stretch

Gio's Cafe And Deli

4.7 ★ ★ ★ ★ ★

Chicago, Illinois

Near the end, right off the route

Home stretch · 0min to go 0.6 mi from route ~1 min detour $20 to $30

Hours: 10 am–9:30 pm

+13122256368

Visit website

Taipei Cafe

4.3 ★ ★ ★ ★ ☆

Chicago, Illinois

0.4 mi

Kristoffer's Cafe & Bakery

4.7 ★ ★ ★ ★ ★

Chicago, Illinois

0.6 mi

Joe's Pizza & Pasta

4.6 ★ ★ ★ ★ ★

Early in the drive, right off the route

Early stretch 0.6 mi from route ~1 min detour $10 to $20

Effingham, Illinois

Hours: 11 am–9 pm

+12173475637

Visit website

Gabby Goat American Pub & Grill

4.6 ★ ★ ★ ★ ★

Early in the drive, right off the route

Early stretch 0.7 mi from route ~2 min detour $10 to $20

Effingham, Illinois

Hours: 10:30 am–1 pm

+12173424628

Visit website

Han 202 Restaurant

4.8 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.9 mi from route ~2 min detour Moderately

Chicago, Illinois

Hours: 5–10 pm

+13129491314

Visit website

Triple Crown Restaurant

4.2 ★ ★ ★ ★ ☆

Near the end, right off the route

Home stretch 1 mi from route ~2 min detour $20 to $30

Chicago, Illinois

Hours: 11 am–9 pm

+13128420088

Visit website

New Furama Restaurant

4.4 ★ ★ ★ ★ ☆

Near the end, short detour

Home stretch 1.1 mi from route ~3 min detour $20 to $30

Chicago, Illinois

Hours: 9 am–9 pm

+13122256888

Visit website

Cracker Barrel Old Country Store

4.3 ★ ★ ★ ★ ☆

Early in the drive, short detour

Early stretch 1.2 mi from route ~3 min detour $10 to $20

Effingham, Illinois

Hours: 7 am–9 pm

+12173477130

Visit website

Golden Corral Buffet & Grill

4.3 ★ ★ ★ ★ ☆

Early in the drive, short detour

Early stretch 1.2 mi from route ~3 min detour $10 to $20

Effingham, Illinois

Hours: 11 am–9 pm

+12176904884

Visit website

Domino's Pizza

4.2 ★ ★ ★ ★ ☆

Early in the drive, right off the route

Early stretch 0.9 mi from route ~2 min detour Inexpensiv

Effingham, Illinois

Hours: 10:30 am–12 pm

+12173477788

Visit website

Gio's Cafe And Deli

4.7 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.6 mi from route ~1 min detour $20 to $30

Chicago, Illinois

Hours: 10 am–9:30 pm

+13122256368

Visit website

Taipei Cafe

4.3 ★ ★ ★ ★ ☆

Near the end, right off the route

Home stretch 0.4 mi from route ~1 min detour $10 to $20

Chicago, Illinois

Hours: 11 am–10 pm

+13123741986

Visit website

Kristoffer's Cafe & Bakery

4.7 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.6 mi from route ~1 min detour $1 to $10

Chicago, Illinois

Hours: 7:30 am–5 pm

+13128294150

Visit website

La Bodega Cafe

4.6 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.2 mi from route ~1 min detour $10 to $20

Posen, Illinois

Hours: 7 am–8 pm

Visit website

Cafe Jumping Bean

4.7 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.8 mi from route ~2 min detour $10 to $20

Chicago, Illinois

Hours: 6 am–7 pm

+13124550019

Visit website

Cafe Bionda

4.6 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 1.2 mi from route ~3 min detour Moderately

Chicago, Illinois

Hours: 4 pm–12 am

+17088661243

Visit website

Panera Bread

4.3 ★ ★ ★ ★ ☆

Early in the drive, short detour

Early stretch 1.5 mi from route ~4 min detour $10 to $20

Effingham, Illinois

Hours: 6 am–9 pm

+12172403001

Visit website

Ceres Cafe

4.5 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 2.1 mi from route ~5 min detour $20 to $30

Chicago, Illinois

Hours: 7 am–8 pm

+13124273443

Visit website

Tesla Supercharger

4.7 ★ ★ ★ ★ ★

Early in the drive, short detour

Early stretch 1.3 mi from route ~3 min detour

Effingham, Illinois

Hours: Open 24 hours

+18777983752

Visit website

Tesla Supercharger

4.5 ★ ★ ★ ★ ★

Early in the drive, short detour

Early stretch 1.3 mi from route ~3 min detour

Effingham, Illinois

Hours: Open 24 hours

Visit website

Tesla Supercharger

4.5 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 1.7 mi from route ~4 min detour

Champaign, Illinois

Hours: Open 24 hours

+18777983752

Visit website

Electrify America Charging Station

4.1 ★ ★ ★ ★ ☆

Early in the drive, short detour

Early stretch 1.8 mi from route ~4 min detour

Effingham, Illinois

Hours: Open 24 hours

+18336322778

Visit website

EV Connect Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 2.2 mi from route ~6 min detour

Champaign, Illinois

+18668167584

Electrify America Charging Station

3.5 ★ ★ ★ ★ ☆

Around the midpoint, short detour

Halfway reset 1.7 mi from route ~4 min detour

Champaign, Illinois

Hours: Open 24 hours

+18336322778

Visit website

Electric Vehicle Charging Station

5.0 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 2.8 mi from route ~7 min detour

Champaign, Illinois

Visit website

Tesla Supercharger

4.5 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 2.9 mi from route ~7 min detour

Champaign, Illinois

Hours: Open 24 hours

+18777983752

Visit website

Illini Prairie Rest Area - Northbound

0 mi from route

Main Line Station Rest Area - Southbound

0.1 mi from route

Main Line Station Rest Area - Northbound

0.1 mi from route

Illini Prairie Rest Area - Southbound

0.1 mi from route

Pilot Travel Center

0.1 mi from route

Prairie View Rest Area - Northbound

0.1 mi from route

Prairie View Rest Area - Southbound

0.1 mi from route

Green Creek Rest Area - Southbound

0.1 mi from route

Green Creek Rest Area - Northbound

0.1 mi from route

Love's Travel Stop

0.1 mi from route

Service Plaza

0.1 mi from route

Petro Stopping Centers

0.2 mi from route

Road Ranger

0.2 mi from route

Service Plaza

0.2 mi from route

Road Ranger

0.2 mi from route

Peotone Travel Center

0.2 mi from route

Love's Travel Stop

0.3 mi from route

Pilot Travel Center

0.3 mi from route

Pilot Travel Center

0.3 mi from route

Service Plaza

0.3 mi from route

Road Ranger

0.4 mi from route

Service Plaza

0.7 mi from route

Service Plaza

1 mi from route

Petro Stopping Centers

1.4 mi from route

Flying J Travel Center

1.4 mi from route

Truckomat Truck Wash - Effingham

1.5 mi from route

TA

1.5 mi from route

Service Plaza

1.7 mi from route

Pilot Travel Center

2 mi from route

QuikTrip

2.2 mi from route

Taqueria Don Pedro

4.3 ★ ★ ★ ★ ☆

Early in the drive, right off the route

Early stretch 0.6 mi from route ~1 min detour Inexpensiv

Effingham, Illinois

Visit website

McAlister's Deli

4.4 ★ ★ ★ ★ ☆

Early in the drive, short detour

Early stretch 1.2 mi from route ~3 min detour $10 to $20

Effingham, Illinois

Hours: 10:30 am–9 pm

+12172407175

Visit website

Jersey Mike's Subs

4.5 ★ ★ ★ ★ ★

Early in the drive, right off the route

Early stretch 0.9 mi from route ~2 min detour $10 to $20

Effingham, Illinois

Hours: 10 am–9 pm

+12177904116

Visit website

Subway

4.1 ★ ★ ★ ★ ☆

Early in the drive, short detour

Early stretch 1.1 mi from route ~3 min detour Inexpensiv

Effingham, Illinois

Hours: 8:30 am–9 pm

+12173478881

Visit website

Tk Grille

4.4 ★ ★ ★ ★ ☆

Early in the drive, short detour

Early stretch 1.4 mi from route ~3 min detour $20 to $30

Effingham, Illinois

Hours: 6–10 am

+12175407716

Subway

4.1 ★ ★ ★ ★ ☆

Early in the drive, short detour

Early stretch 1.4 mi from route ~3 min detour Inexpensiv

Effingham, Illinois

Hours: 8 am–9 pm

+12173425551

Visit website

Subway

4.3 ★ ★ ★ ★ ☆

Early in the drive, short detour

Early stretch 1.4 mi from route ~4 min detour Inexpensiv

Effingham, Illinois

Hours: 10 am–8 pm

+12173470701

Visit website

Smoothie King

4.3 ★ ★ ★ ★ ☆

Early in the drive, short detour

Early stretch 1.6 mi from route ~4 min detour Moderately

Effingham, Illinois

Hours: 7 am–9 pm

+12173423401

Visit website

Place data sourced from public business listings. Hours and availability may vary.

Heads-up: tricky spots

5 of 16

5 decision points cluster between mile 0 and 263.8 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

5
0 mi into trip | ~0m in | 2350 North

Turn right onto 2350 North

Navigation decision point

5
15.9 mi into trip | ~38m in | Front Street

Turn right onto Front Street

Navigation decision point

7
59.1 mi into trip | ~1h 42m in | I 57

Keep slight left at fork onto I 57 toward I 57 North: Chicago

Highway fork - watch signs carefully. Lane positioning matters here

Use the straight / slight right lanes. Toward I 57 North: Chicago
6
257.6 mi into trip | ~5h 20m 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. Multiple destination signs - pick the right one

Toward I 90 Express, I 94 Express: Pershing Roa...
8
263.8 mi into trip | ~5h 29m in

Take the exit toward Canalport Avenue, Cermak Road

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 53A Toward Canalport Avenue, Cermak Road

Fuel & Cost

Regular Gas

$44.17 one way

$88.34 round trip

$4.24/gal 25.4 MPG avg 93 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.62 $48.20 $96.39
premium $5.25 $54.76 $109.53
diesel $6.28 $65.43 $130.86

No toll roads detected on this route.

Estimated Trip Cost (one way, 1 person)

Fuel

$44

Meals

$25–$50

Total

$69–$94

Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.

Estimated CO2 emission: 92.6 kg one way. Prices: EIA weekly data, 2026-10-19.

Driving Electric?

About $28 in charging · 0 stops · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 79.4 0 $27.80 $12.71
Efficient EV 66.2 0 $23.17 $10.59
EV Truck/SUV 105.9 1 $37.07 $16.95

Gas CO2

93 kg

EV CO2

31 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 Oct 21, 2026

Origin

Shields, IL

Evening in Shields on Thursday

Local time

7:09 PM

CDT

Current temp

42°F

Clear

0 mph 0% chance Live forecast

Destination

Chicago, IL

Evening in Chicago on Thursday

Local time

7:09 PM

CDT

Current temp

49°F

Patchy Fog

0 mph 0% chance 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

7 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

5h 32m 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.

National Parks Near This Route

Worth a detour if your schedule allows.

Pullman National Historical Park

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...

3 mi from route ~8 min detour Free near mile 255.7
Caution: Road Construction Near the Park
View on nps.gov

Park data from the National Park Service API. Alerts update every 2 hours.

What kind of drive is this?

This route is primarily highway, with 89% of the drive taking place on interstates and major roads. You'll experience a long stretch of 196 miles on I 57, offering consistent cruising. The transition to surface roads, including County Road 925 E and United States Route 45, will occur later in the drive as you approach Chicago. Expect a significant number of exits and potential merging traffic as you get closer to the metropolitan area.

89% highway — fuel and pacing are the main things to plan.
36 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 196 mi on I 57.

How Hard Is This Drive?

5/10

This is a straightforward highway drive that stays mostly on I 57 and County Road 925 E. You will hit about 16 points where you need to pay attention to lane position or signs. The trickiest moment comes early in the drive near 2350 North.

Driving Effort 5/10

Moderate - straightforward overall, but long enough or busy enough to require pacing

Balances navigation complexity with total wheel time.

This drive requires moderate attention. Across 264.8 miles you will encounter 16 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.

Where does it get tricky?

The main spots that need attention: near the start (2350 North): Navigation decision point; at 15.9 miles (Front Street): Navigation decision point; at 59.1 miles (I 57): Highway fork - watch signs carefully. Lane positioning matters here.

Elevation Profile

Mostly flat terrain

776 ft 491 ft

Total Climb

393 ft

Total Descent

297 ft

Highest Point

776 ft

~151.6 mi in

Elevation Range

285 ft

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 Shields, IL to Chicago, IL, road signs begin pointing toward Terre Haute along the way.

Terre Haute

57.8 mi in | ~1h 40m

About the Cities

Starting in Shields, IL

Full guide →

Arriving in Chicago, IL

Full guide →

Founded 1837

Chicago is the home of the blues and the truth of jazz, the heart of comedy and the idea of the skyscraper. Here, the age of railroads found its center, and airplanes followed suit. "Stormy, Husky, Brawling / City of Big Shoulders," Chicago is a Heartland boomtown, its ethos defined by urban planner Daniel Burnham's immortal vision: "Make no little plans; they have no magic to stir men's blood." It is one of the world's great cities and the third largest city in the United States, behind only New York City and Los Angeles. As the hub of the Midwest, Chicago is easy to find — its picturesque skyline calls across the waters of Lake Michigan, a first impression that soon reveals world-class museums of art and science, miles of sandy beaches, huge parks and public art, and perhaps the finest downtown collection of modern architecture in the world.

Top landmarks

  • • Art Institute of Chicago — art museum and school in Chicago, United States
  • • Wrigley Field — baseball stadium in Chicago, Illinois, USA; home venue of the Chicago Cubs
  • • Field Museum of Natural History — natural history museum in Chicago, Illinois, United States

City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 5h 32m. Total distance: 264.8 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

5h 32m drive, comfortable solo distance.

First-Time Driver

Mostly highway driving (89%). Some complex stretches to watch for.

Frequently Asked Questions

The longest stretch is about 196 miles on I 57. The full list of main roads is in the Roads section above.

Yes — we found about 30 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.

Only with planning. This is a long drive for kids — consider splitting it into two days rather than pushing through. Plan at least 1 meaningful breaks. There are 30 rest areas along the route for bathroom stops.

The main spots that need attention: near the start (2350 North): Navigation decision point; at 15.9 miles (Front Street): Navigation decision point; at 59.1 miles (I 57): Highway fork - watch signs carefully. Lane positioning matters here.

Yes — Pullman National Historical Park. See the National Parks section for detour distances and tips on detours.

Not recommended in a single day. At 5.5 hours each way, a round trip means 11.1 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Chicago, IL before the return drive.

How this page is built

Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, USGS 3DEP for elevation, NPS for national parks, and FHWA TMAS for hourly traffic volumes. See our methodology for refresh cadence and limitations.

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