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The sign for the start of the historic route 66 highway in downtown Chicago

Clark Street Bridge Downtown Chicago Illinois USA. Toned Image.

Large tourist landmark sign for the historic Route 66 in Litchfield, Illinois, USA. Litchfield served as a popular rest stop along the Mother Road and is home to the Route 66 Welcome Center.

La Salle Street, Chicago, Illinois, USA

Saint Charles, IL, USA - June 5, 2024: View of downtown St Charles by the Fox River.

Skyline and multiple lane highway in Chicago.

Williamsville, Illinois, USA - May 15th 2025 - Vintage gas station with old gas pumps and other vintage memorabilia on the old Route 66.

Map with close up of route 66

Traffic on Du Sable Lake Shore Dr with Chicago skyline in the background in autumn.

In the USA, Chicago, Illinois features the Chicago River, glass and steel buildings, with skyscrapers in the background, and downtown riverside, representing concepts of business, modern transportation, the financial district, the construction industry, business enterprise organization, and communication technology - The Chicago Loop

Route 66 Illinois Begin road sign at Chicago city downtown. Buildings facade background. Route 66, mother road, the classic historic roadtrip in USA

USA Chicago street scene, elevated train

Sign marking the beginning of historic Route 66 in Chicago with Sears Tower and other buildings in the background. Selective focus on the sign.

Skyline of downtown Chicago Illinois USA and Interstate 90

A selective focus shot of a road sign of the Route 66 in Illinois, United States of America

La Salle Street, Chicago, Illinois, USA

Traffic moves along Interstate 90 south of downtown Chicago, Illinois.

June 14, 2011 - Chicago, IL, USA: Sign in Chicago's Loop marking the beginning of historic Route 66

Chicago IL - USA: Colorful sign marking the beginning of Route 66 at Adams and Wabash, with lights

A brown and white road sign of the historic Route 66 on asphalt.

Chicago Subway Loop in Downtown, Illinois

Empty road in Chicago,IL,USA

Reaching Chicago Illinois USA. Empty urban safe street drives to city downtown, skyscraper building, cloudy sky background. Copy space

Chicago, Illinois, USA

Chicago, Illinois, USA - July 3, 2023: This sign marks the beginning of historic Route 66.

A happy and beautiful young girl is traveling with friends through Chicago in a car - Stock Photo

Chicago, Illinois: Horizontal shot of the Route 66 starting point sign in Adams St with the Loop elevated rail in the background

Clark Street Bridge Downtown Chicago, Illinois, USA. Toned Image.

Route 66 beginning in Chicago roadsign

City traffic towards Downtown Chicago.

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