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

Vintage convertible car oldtimer driving through National Park USA on Route 66

Chicago Subway Loop in Downtown, Illinois

View of Chicago, IL Skyline from a pedestrian footbridge crossing Lake Shore Drive near North Avenue Beach in Summer

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

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

La Salle Street, Chicago, Illinois, USA

Route 66 beginning in Chicago roadsign

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

Vintage car oldtimer driving through National Park USA on Route 66

Traffic on the Kennedy Expressway in Chicago at sunset, looking toward the skyline.

Historic Route 66 Shield Shaped Neon Sign Along the old route

Chicago, Illinois, USA. Sep 27, 2025. An iconic Route 66 sign, adorned with checkered flags, stands proudly in an urban setting, marking the historic beginning of the trail.

Ash Fork, Arizona, United States - September 22, 2023: 60s era Desoto Car on the roof of a building in Ash Fork, with Elvis driving.

La Salle Street, Chicago, Illinois, USA

Joplin, USA - May 10, 2019: Famous Route 66 mural with 1/2 car at the Route 66 in historic downtown Joplin, Missouri.

Minsk, Belarus, October 11, 2024 - Vintage car number with text route 66 Kansas

Route 66 emblem painted on the road in historic downtown Sapulpa, Oklahoma. Small town America.

Lake Shore Drive in Chicago, Illinois, offers views of architectural icons, including the Willis Tower, completed in 1973.

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

Restaurants and businesses along Ontario Street in Chicago, IL - River North area

Empty road in Chicago,IL,USA

The New Mexico Route 66 Museum in Tucumcari, NM, USA on December 17, 2024

A black and white road sign of the historic Route 66 against blue sky.

Historic U.S. old Route 66 signs.

A bridge over Route 66 near downtown Tulsa, Oklahoma is photographed.

Sign announcing the begin of famous Route 66 in Chicago, Illinois.

Chicago, Illinois, USA

U.S.A. Illinois, Chicago, Adam street, the road sign of the Route 66 starting piont

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

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