1. On August 29, 1833, the city of Chicago was officially incorporated. The population at the time was around 2000 residents.

2. In 1871, a massive fire broke out in Chicago on August 29th, which burned for two days and destroyed around 3.3 square miles of the city, including over 17,000 buildings. The fire killed around 300 people and left over 100,000 homeless.

3. On August 29, 1895, the world's first automobile race was held in Chicago. The race was organized by the Chicago Times-Herald and covered a distance of around 54 miles from Chicago to Evanston and back.

4. In 1966, the Chicago Cubs played their first game under newly installed lights at Wrigley Field on August 29th. They defeated the New York Mets 6-4.

5. On August 29, 2005, Hurricane Katrina hit the Gulf Coast and caused widespread devastation, including in southern Illinois where severe flooding occurred. The flooding resulted in the closure of numerous roads and bridges and caused millions of dollars in damages.