1. In 1919, Chicago's White Sox and Cincinnati Reds faced off in the ninth game of the World Series at Comiskey Park. This game became known as the "Black Sox" scandal when it was discovered that eight players from the White Sox had conspired with gamblers to intentionally lose the game.

2. In 1928, the historic Drake Hotel in downtown Chicago officially opened its doors to the public. It quickly became a popular destination for celebrities and politicians, including Winston Churchill, Frank Sinatra, and Princess Diana.

3. On October 30, 1938, Orson Welles famously broadcasted his "War of the Worlds" radio play, which caused mass panic as listeners believed they were really hearing a live news report of an alien invasion. The broadcast was so realistic that it prompted nationwide outrage and even led to some communities fearing for their safety.

4. In 1983, the Chicago Cubs played their first night game at Wrigley Field, which had famously been without lights since its opening in 1914. The game was postponed due to rain, but the installation of lights allowed the Cubs to play evening games in the future.

5. On October 30, 2016, the Chicago Cubs won their first World Series championship in 108 years, ending the longest championship drought in North American professional sports. The Cubs defeated the Cleveland Indians in a thrilling Game 7 that went into extra innings and will always be remembered as one of the greatest moments in Chicago sports history.