Road trip on Route 66 to Chicago, Illinois



Riding Route 66 from Chicago to Bloomington

Route 66 Across Illinois
Chicago to Bloomington
Bloomington to Springfield
Springfield to St. Louis
Historic Illinois Route 66

The Mother Road in Illinois

Route 66 was one of the United States' first continuous stretches of paved highway, and served as a major path for those who migrated west.

"The Mother Road" was established on November 11, 1926, and ultimately stretched 2,448 miles from Chicago to Los Angeles.

The beginning point for a Route 66 road trip could be either Chicago or Los Angeles, depending on the direction of the trip. Most travelers seem to start their journey on Route 66 in Chicago, and head westbound, the direction taken by those leaving the Dust Bowl and those seeking a new life in the West. That is the direction we take on this website.

Chicago: The Route Begins

Illinois was the first of the eight states through which Route 66 passed to have its segment of U.S. 66 paved, at a time when much of the route across the country was still a gravel or dirt road. Illinois Route 66 took over Illinois State Highway 4, a pre-existing, fully paved two-lane road between Chicago and St. Louis.

Historic Route 66 spanned 301 miles in Illinois, traversing mostly level terrain.

The beginning point of Route 66 in Chicago has changed over the years. Today, the starting point is at East Adams Street at South Michigan Avenue, and the end point is at East Jackson at South Michigan. One way streets in the area can be difficult to navigate for first-time Route 66 visitors!

While in Chicago, many Route 66 travelers seek out Grant Park, the Willis Tower, Chicago Architecture River Cruise, Art Institute of Chicago, Museum of Science & Industry, the Magnificent Mile, Lincoln Park Zoo and the lakeshore shopping areas.

Chicago ... the beginning point of Route 66 when heading westbound
Chicago, Illinois ... the beginning point of Route 66 when heading westbound


Lodging and Dining Options in Chicago

TripAdvisor

Chicago Travel Guide

Hotel listings and traveler reviews for Chicago

View Chicago, Illinois, hotel listings and traveler reviews at TripAdvisor

Restaurant reviews for Chicago

Attractions and things to do in Chicago

Chicago Route 66 reviews, photos, walking tours, hotels


Cruises on the waterways of Chicago
Cruises on the waterways of Chicago
Cloud Gate ... aka "The Bean" in Millennium Park
Cloud Gate ... aka "The Bean" in Millennium Park in Chicago, Illinois



A popular stop for Route 66 travelers, at 565 West Jackson Boulevard in Chicago ... Lou Mitchell's website
Lou Mitchell's in Chicago ... a popular stop for those heading westbound on Route 66


Route 66 Highlights After Leaving Chicago

Illinois travel map from the Gulf Oil Company

Once outside the metropolitan Chicago area, Route 66 followed the Pontiac Trail, a former Indian trail and stagecoach road.

From its beginning in Chicago, Route 66 headed southwest to Romeoville, Joliet, Wilmington, Dwight, Odell, Pontiac, Bloomington, Atlanta, Lincoln and Springfield. The segment from Chicago to Springfield is roughly a 2.5 hour drive.

Leaving Chicago and arriving in Joliet, travelers like to visit the Joliet Museum, Rialto Square Theatre and the Jacob Henry Mansion.

The City of Dwight features a restored Ambler-Becker Texas service station as well as a wealth of historic structures. Odell, just down the route, is the locale of another restored gas station.

Pontiac is a great stopover traveling down Illinois, with the always popular Route 66 Hall of Fame a "must see" attraction. Other attractions include the Pontiac-Oakland Auto Museum and the Livingston County War Museum.

Lincoln is home to the Postville Courthouse that Abraham Lincoln practiced law in, the world's largest covered wagon, The Mill Museum on Route 66, a telephone booth on top of the town hall, Lincoln College, and the Lincoln Heritage Museum.

Springfield was the hometown of U.S. President Abraham Lincoln. Visitors can tour the house where he lived, Lincoln Tomb State Historical Site, the Lincoln Presidential Library & Museum, and the Illinois State Capitol Building.

Leaving Springfield, Route 66 traversed Litchfield, Staunton and Hamel, and then continued on to the Chain of Rocks Bridge at St. Louis, where it turned west through Rolla, Springfield, Joplin and into Kansas and Oklahoma.

We've driven much of Route 66 in all eight states, including segments in Illinois. On this website we present road trips including original photographs, travel experiences and personal commentary.

Now let's head west on The Mother Road, where we will make stops at these locations on Route 66 in Illinois starting in Chicago and ending at Granite City near St. Louis:

Chicago Atlanta
Romeoville Lincoln
Joliet Williamsville
Wilmington Springfield
Braidwood Auburn
Gardner Virden
Dwight Nilwood
Odell Litchfield
Pontiac Mt. Olive
Chenoa Staunton
Lexington Livingston
Towanda Hamel
Normal Edwardsville
Bloomington Collinsville
McLean Granite City

 


Illinois, Land of Lincoln ... Where the Road Begins
Illinois, the Land of Lincoln ...Where the Road Begins

Read more about the Route 66 license program at IllinoisRoute66.org

 

Map showing the approximate route of U.S. Highway 66 from Chicago to Bloomington
Alignments varied over time
Map showing approximate Route 66 location from Chicago to Bloomington, Illinois

Guides & Displays Along Route 66 in Illinois

The Route 66 interpretive display at Ambler's in Dwight
Dwight, Illinois Route 66 Kiosk

Visitors can explore unique people, places, and stories through a series of interpretive displays placed along Illinois' Route 66.

The Illinois Route 66 Scenic Byway in partnership with the Federal Highway Administration, the Schmeeckle Reserve at the University of Wisconsin at Stevens Point, and Illinois Route 66 communities have developed and installed three types of interpretive displays:

  • Wayside Exhibits
  • Experience Hubs
  • Interpretive Statues

Each display is placed in a location that has Route 66 significance and explains that importance through various media forms. Read more about the displays at IllinoisRoute66.org

The Illinois Route 66 Wayside exhibits can be found in 17 communities along the Mother Road. Each wayside is placed at a site with historic significance and tells the story of the site’s relationship to Route 66.

The interpretive stations use illustrations, pictures, and audio to explore each site.

Illinois Route 66 Passport Stations

Don’t forget to bring a notebook and a pencil to collect all of the Illinois Route 66 Passport Stamps!

When you discover a stamp on a Wayside Exhibit simply place a piece of paper over the rubbing station and use your pencil to collect a unique engraving. See sample location in the photos below ...

Illinois Route 66 Wayside Exhibit with Passport Station Passport Station on an Illinois Route 66 Wayside Exhibit


Highlights from Chicago to Bloomington-Normal Along Route 66

There are literally dozens, really hundreds, or interesting stops along Route 66 in Illinois. We have presented on this page some of the more well-known and popular destinations on the Route from Chicago to Bloomington-Normal, seen as one travels from north to south. The distance from downtown Chicago into Bloomington is about 140 miles, depending on which alignments you choose to explore ... enjoy the road trip!

Joliet, Illinois

Joliet is part of the original 1926 alignment of Route 66 in Illinois. The segment of Route 66 from Joliet to Wilmington was placed on to the National Register of Historic Places in 2006. When traveling on Route 66, be sure visit the Joliet Area Historical Museum, the Route 66 Welcome Center, the Rialto Square Theatre and the Joliet "Kicks on 66 sign" (below).

For more information link to VisitJoliet.com

Joliet , Illinois Route 66 Visitors Center
Get your kicks in Joliet , Illinois on Route 66
Visit Joliet, Illinois on Historic U.S. Route 66
Click to read more about
Route 66 in Joliet
Rich and Creamy in Joliet on 920 N. Broadway
Read more about this restored ice cream store
Rich and Creamy in Joliet, Illinois
Dick's Towing Service
911 North Broadway in Joliet, Illinois
Dick's Towing in Joliet, Illinois


Wilmington

The Gemini Giant - 810 E. Baltimore Street
The white shoes of the Gemini Giant in Wilmington, Illinois

next to the Launching Pad Drive-In

The Launching Pad Restaurant next to the Gemini Giant in Wilmington, Illinois

The Gemini Giant in Wilmington, Illinois

Route 66 mural at 200 N. Water Street in Wilmington
Route 66 mural on the antiques store in Wilmington, Illinois

Braidwood

The Polk-A-Dot Drive-In, in business since 1956, is located at 222 N Front Street in Braidwood

The great atmosphere at this family-owned restaurant transforms visitors back to the 1950s. The Polk-A-Dot offers table side juke boxes, photo memorabilia of rock and roll stars, child and adult sized tables and booths. And a great menu! Popular with Route 66 travelers are the numerous photo opportunities, from Superman to the Blues Brothers to Elvis and Marilyn, and more!

Read more about the Polk-A-Dot Drive-in ... Phone 815.458.3377

Superman at the Polk-A-Dot Drive-In ... Braidwood, Illinois The Blues Brothers at the Polk-A-Dot Drive-In ... Braidwood, Illinois
Elvis, Marilyn and friends at the Polk-A-Dot Drive-In ... Braidwood, Illinois

Gardner, Illinois

The Streetcar Diner

In 1932 a 20th century Kankakee horse-drawn streetcar was moved to Gardner to operate as a diner. The streetcar became a cottage and playhouse in 1937. It was moved behind the Riviera Restaurant in 1955. Later it was restored to the Route 66 Association of Illinois and inducted into the Route 66 Hall of Fame in 2001.

It is located at 5650 Highway 53 S, Gardner, IL 60424

The Streetcar Diner in Gardner, Illinois

Dwight, Illinois

Dwight, Illinois along Route 66
Click to read more about
Route 66 in Dwight

As Route 66 made its way through the area, Dwight was directly in its path. The C&A Railroad Depot, built in 1891, served for a time as the Village Hall, and is now home to the Dwight Historical Society and the Dwight Economic Alliance.

Across the street from the Depot is the First National Bank of Dwight, designed by Architect Frank Lloyd Wright in 1905, and put on the National Register of Historic Places. Lions Lake Park is a pleasant place to stop on your road trip, with bathrooms provided.

Ambler’s Texaco Station was built in 1933 at the corner of Route 17 and Old Route 66, and serviced travelers until 1998. The station operated as a gas station until 1999 and was an auto repair shop until 2002, when the owner Phillip Becker generously donated the station to the Village of Dwight. So, sometimes it is called the Ambler/Becker Station.

The building, now a popular Route 66 Roadside Attraction, has been renovated and is now Dwight's visitor's and information center.

More information at the website of the Village of Dwight

A Route 66 Roadside Attraction: Ambler/Becker Texaco Station in Dwight, Illinois Ambler's Texaco Station in Dwight, Illinois


Adjacent to and just north of the historic Ambler/Becker station are these signs and photo ops, including the Oldsmobile ...

My family's destination is Dwight ...
Dining ... Shopping ... History ... on Historic Route 66

Dwight, Illinois ... My Family's Destination

The "Route 66 Experience" hub at Ambler's
Dwight, Illinois Route 66 Kiosk
Dwight, Illinois sign ... On Route 66 on the 1954 Oldsmobile

Odell, Illinois

1932 Standard Oil Gas Station

Patrick O’Donnell built a gas station in Odell, Illinois based on a 1916 Standard Oil of Ohio design, commonly known as a domestic style gas station.

In 1997, the station was listed in the National Register of Historic Places.

1932 Standard Oil Gas Station in Odell, Illinois The Odell Pedestrian Tunnel under Illinois Route 66
The Odell Pedestrian Tunnel

A tunnel was built in Odell to safely cross St. Paul Catholic Church goers and school children underneath busy Route 66.

In later years, Route 66 was moved to the west and the tunnel was no longer required, and was filled in. The site is at the corner of South West Street and West Hamilton Street in Odell, Illinois.

There are other Route 66 pedestrian tunnels, such as the ones in Pontiac, Illinois and Chelsea, Oklahoma.

Odell, Illinois Route 66 Pedestrian Tunnel Historic Marker Odell, Illinois Route 66 Pedestrian Tunnel entrance

 

 

Pontiac, Illinois

A popular stop in Illinois along Historic Route 66 is Pontiac, known for the Route 66 Hall of Fame and Museum, and many murals! It offer visitors a wide variety of attractions, hotels and lodging, and dining options.

Illinois Route 66 Hall of Fame and Museum website

More about Pontiac attractions at VisitPontiac.org

The Visit Pontiac Illinois on Route 66 mural, with the yellow 1957 Chevrolet BelAir

Illinois Route 66 Hall of Fame & Museum
The mural on the walls of the Illinois Route 66 Hall of Fame and Museum, Pontiac, Illinois
Bob Waldmire's VW bus
Illinois Route 66 Hall of Fame and Museum, Pontiac, Illinois ... Bob Waldmire's Volkswagon bus
Illinois Route 66 Hall of Fame and Museum, Pontiac, Illinois Route 66 kiosk in Pontiac, Illinois ... You Are Here!
Welcome to Pontiac Route 66 mural
Welcome to Pontiac, Illinois  Route 66 mural
Click to visit Pontiac, Illinois on Historic U.S. Route 66
Click to read more about
Route 66 in Pontiac


The Motor Police ... Patrolling Route 66

This Wayside Exhibit is located just south of Pontiac, before Chenoa, 0.3 miles north of E 1500 N Road, on the right side of Old 66 when motoring south. It features a silhouette of a patrolman on a motorcycle, and is situated outside the former District 6 Illinois State Police office.

Built in 1941, the building is an example of sleek Art Moderne architecture that reflects the streamlined design of automobiles of the era. The Illinois State Police remained headquartered in the building until 2003 when the police moved to a new facility in Pontiac. The historic headquarters remains vacant today, not open to the public; it was listed on the National Register of Historic Places in 2007.

Illinois Route 66 Wayside Exhibit: The Motor Police, Patrolling Route 66 Silhouette of an Illinois patrolman on a motorcycle, at a Route 66 Wayside Exhibit: The Motor Police, Patrolling Route 66

 

Chenoa, Illinois

Chenoa is located in McLean County, Illinois, at the intersections of Interstate 55, Historic Route 66, and U.S. Route 24. An early alignment of Route 66 in Chenoa was in use from 1921-1944, and traveled through town on Morehead Street.

Remnants of the old road can still be seen south of town beginning at the intersection of Old 66 and US Highway 24.

Sign on Chenoa Route 66 in Illinois Abandoned Route 66 aligment at Chenoa, Illinois
Get your kicks on Chenoa Route 66 in Illinois

Lexington, Illinois

Lexington was founded in 1836. Today, the city's Memory Lane is a well-preserved stretch of the original 1926-1930 Route 66 alignment. The road is open year-round to pedestrians and bicyclists, and for automobiles on special events.

More information about Lexington, Illinois

Lexington Illinois Route 66 sign and map Illinois Route 66 Roadside Attraction: Memory Lane in Lexington
Welcome to Lexington Illinois Route 66 Memory Lane Original stretch of Route 66 in Lexington Illinois: Memory Lane

 

Towanda, Illinois

Towanda, Illinois along Route 66 ... Come experience our piece of history on the Mother Road

Shown below are scenes in Towanda, Illinois along Route 66 ... Dead Man's Curve to the right. Be sure to get out of your vehicle, and enjoy a 1.6 mile walk along Old 66 and experience the Mother Road up close and personal!

More information about Towanda, Illinois

Towanda, Illinois along Route 66 Dead Man's Curve near Towanda, Illinois along Route 66
Route 66 Dead Man's Curve signage in Towanda, Illinois


Normal, Illinois

Circa 1931 Sprague's Super Service and its large, unique, brick, two-story Tudor Revival architecture is a popular stop on Route 66. Visit Ryburn Place Gifts & Gab at 305 Pine Street in Normal, a former Route 66 segment.

Website of Sprague's Super Service & Ryburn Place

Sprague's Super Service .... and Ryburn Place, in Normal, Illinois

 

Bloomington - Normal, Illinois

Click to visit Bloomington and Normal, Illinois on Historic U.S. Route 66
Click to read more about
Route 66 in Bloomington-Normal

The Bloomington - Normal area is located in the heart of Illinois, at the intersections of 39, 55 and 74 and within two hours of Chicago and St. Louis. It features a number of Route 66 attractions. Be sure to check out the "Cruisin with Lincoln on 66 Visitors Center"!

For more information, visit the website of the
Bloomington-Normal Area Convention & Visitors Bureau

Bloomington-Normal Illinois Visitor Center Bloomington-Normal Illinois Visitor Center


Lodging Options Along Route 66 in Illinois

TripAdvisor

Hotels and lodging in Illinois

Chicago, Illinois

Joliet, Illinois

Pontiac, Illinois

Bloomington - Normal, Illinois

Springfield, Illinois

Litchfield, Illinois

 

More Information about Illinois Route 66

Enjoy Illinois - Office of Tourism: Route 66

Route 66 Association of Illinois

Illinois Route 66 Scenic Byway

ChooseChicago.com

Illinois Route 66 Segments at NPS


The Route 66 Store ... click to shop now for books, maps, clothing, videos and more!


Route 66 Across Illinois
Chicago to Bloomington
Bloomington to Springfield
Springfield to St. Louis
Historic Illinois Route 66


MORE ILLINOIS ROUTE 66

Route 66 Road Trips in Illinois

Route 66 road trip to Chicago, Illinois Route 66 Road Trip to Joliet, Illinois Route 66 Road Trip to Pontiac, Illinois Route 66 Road Trip to Bloomington and Normal in Illinois
Dwight, Illinois along Route 66 Route 66 road trip to Springfield, Illinois Route 66 road trip to Litchfield, Illinois


Earlier Times: Vintage Views along Route 66 in Illinois

Earlier times on Route 66 in Illinois: the A. Lincoln Tourist Court, south limits of Springfield, Illlinois

 

We have included below a sampling of our collection of vintage travel postcards dealing with Illinois and Route 66.

What was Route 66 like in its earlier years, as visitors drove around and across Illinois? What did all the service stations, motels and public buildings look like when they were new?

What did the traveling public experience on the Mother Road? We wonder such things when we travel Route 66 today.

Those earlier times in the 1930s, 40s and 50s were not always captured on film. But the use of colorful postcards was common in those decades.

These portray the historic road in its prime and help us to visualize, and appreciate, "earlier times" as we drive Route 66 today across Illinois.

Lincoln Trail Motel - Springfield
Lincoln Trail Motel - Spingfield, Illinois
Arrow Motel - Dwight, IL
Arrow Motel ... Dwight, IL
Prairie Traveler - Bloomington
The Prairie Traveler Motel in Bloomington, Illinois
Dell Rhea Chicken Basket
Dell Rhea's Chicken Basket and Cocktail Lounge in Illinois
Crossroads Motel - Lincoln, IL
Crossroads Motel - Lincoln, IL
Leonard's - Springfield
Leonard's Modern Motel - Springfield, Illinois
Southern View - Springfield
Southern View Motel, Springfield, Illinois
Poland's Motel - Springfield
Poland's Motel, City Route 66 North, Springfield, Illinois
Magnolia Court - Springfield
Magnolia Court, Springfield, Illinois

 

Road Trip Travel Guides for Various States Along Route 66

Need help and ideas when planning your road trip on Route 66? Here are travel guides and reviews by state ...

Route 66 in Missouri Route 66 in Texas Route 66 Across Arizona Route 66 Across New Mexico
Route 66 Road Trips Across Oklahoma Route 66 Road Trips in Illinois Route 66 Across California Route 66 in Kansas