1. In 1908, the first race at the Illinois State Fairgrounds in Springfield was held. This event marked the start of a tradition that has continued for over a century, featuring daredevil stunt shows, demolition derbies, and other exciting events.

2. On August 27, 1911, the Illinois State Highway Commission was established to oversee the construction and maintenance of the state's roads and highways. This agency played a significant role in the development of the state's transportation infrastructure, including the creation of the historic Route 66.

3. In 1947, the first United States Air Force Academy class was sworn in at Chanute Field in Rantoul, Illinois. Since then, the academy has produced an impressive array of military leaders, including several astronauts, generals, and other high-ranking officers.

4. On August 27, 1955, the Chicago Cubs played their last game at Wrigley Field before installing lights for night games. This marked the end of an era for the Cubs, who had played only day games since the opening of their iconic stadium in 1914.

5. In 1968, the Democratic National Convention was held in Chicago, marking a pivotal moment in both Illinois and U.S. political history. The convention was marred by violent clashes between anti-war protesters and police, and the outcome of the convention helped shape the political landscape of the United States for years to come.