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The Highland Park Baseball Club, is Highland Park's amateur baseball team. They played against other North Shore Teams and had many home games at Sunset Woods Park. The teams had a manager and a mascot. Mascots in the early years of Highland Park would be a young boy. In the 1930s attention shifted away from adult amateur leagues and began focusing on local youth teams. Today both adult and youth leagues can be found in Highland Park.

After 1923, the Highland Park Beverage Company, "Manufacturers of Carbonated Beverages of All Varieties," relocated from 23 S Second Street to 420 First Street in Highland Park, Illinois.

The Highland Park Building Company, led by resident manager Frank P Hawkins (also the first mayor of Highland Park), was created on May 29, 1867 when a group of business men purchased land from Walter S Gurnee with intent of creating a fashionable community "of means and taste*." Other members of the Company included Cornelius R Field (sales), William French (engineer), Horace Cleveland (landscape architect), and the Reverend William Wallace Events. The Company chartered special trains from Chicago to the North Shore to hold grand sales events on lots and present plans for Gothic and Italianate Victorian homes. The Company purchased the Highland Park Hotel and renamed it the Central Hotel in 1867 also.

The Highland Park Building Company took an active role in community planning and development to attract home owners. They built the (former) Highland Park train depot. The Company financed the first public school in Highland Park, the Port Clinton Avenue School, and established Highland Hall, a girls finishing school. Additionally, the Company provided funds for Baptist and Methodist Churches.

*Pioneer to Commuter : the Story of Highland Park/ by Marvyn Wittelle 1958, p. 41.

Thirty-five business men of Highland Park met in the Hall of the Erskine Bank Building and formed an association, Monday evening Sept 19, 1910” A mission of “Home trade,” “mutual health” and attention to public needs led the fledgling organization to act within a broad mission of “betterment of the community.” Charles M. Schneider, who owned a store at 1815 St. Johns, served as the organization’s first president.

The Association sponsored events such as Highland Park Day, holiday festivities, charitable endeavors, and arts funding. Many significant financial contributions were offered to support opera and other programs at Ravinia Park.

The Association unanimously voted to change its name to the Highland Park Chamber of Commerce, August 10, 1925. This change broadened the organization’s mission, opening membership to public officials, educators and others. Notably, despite its name, the organization accepted woman business owners as members in its earliest days. The Highland Park Chamber of Commerce has traditionally been a member of the United States Chamber of Commerce, although its founding predates the national organization’s debut, April 12, 1912.

With the 21st century sobriquet, "Building Business…Building Community…Since 1911," The Highland Park Chamber of Commerce publishes and annual community guide, variously entitled, Organizations: Scope and Functions (1958); Who, What and Where and "Your Guide to Highland Park.” It also continues to sponsor an annual parade, the July 4th Kids’ Bike & Pet Parade; organizes an annual sidewalk sale and honors exceptional students annually.

The Chamber’s 2018 mission states: Our purpose is to help all member businesses prosper by providing programs and services to encourage business development through promotion, advocacy, connections and education.