1. In 1814, the first school in Chicago, the Kinzie School, was established. The school was named after its founder, John Kinzie, who was a fur trader and the first permanent white settler in the Chicago area.

2. In 1866, Chicago's first professional baseball team, the Chicago White Stockings (later known as the Cubs), played their first home game at the Union Base-Ball Grounds. The team would go on to become one of the most successful franchises in baseball history.

3. In 1959, the first section of the Illinois Tollway system, the Tri-State Tollway, opened to traffic. The tollway is a 276-mile network of highways that runs through the Chicago metropolitan area and connects Illinois to neighboring states.

4. In 1985, Sears Tower (now known as Willis Tower) in Chicago was declared the tallest building in the world, standing at 1,450 feet tall. It held the title until 1998, when it was surpassed by the Petronas Twin Towers in Kuala Lumpur, Malaysia.

5. In 1995, the Chicago Bulls held a parade to celebrate their third NBA championship victory. The team, led by Michael Jordan, had just completed a historic season with a record of 72-10, the best regular season record in NBA history at the time.