This race marked a significant milestone in the nascent history of automobile racing in the United States. Organized by the Chicago Times-Herald, it was designed to test the capabilities of motor vehicles in a practical setting. A total of six competitors participated, including innovative car builders and dedicated enthusiasts. The race covered approximately 54 miles through diverse terrains, presenting a range of challenges that tested not only the vehicles but also their drivers. Frank Duryea, who drove a gasoline-powered vehicle that he co-designed with his brother, demonstrated both skill and perseverance, completing the course in about 10 hours. His victory underlined the reliability and viability of gasoline-powered automobiles, captivating over a thousand spectators who gathered along the route to witness the spectacle.

The challenges of the journey were manifold as competitors faced mechanical issues, difficult road conditions, and even the risk of getting lost. The event gained substantial media attention and sparked discussions about the future of transportation. It indicated a shift in public perception towards automobiles, paving the way for greater acceptance and development of motorized vehicles. Speed, endurance, and engineering ingenuity were put to the test that day, signaling the start of competitive motor racing culture in America.