Chicago IL Weather Conditions Weather conditions in Chicago Heights can be fluctuating sometimes. Weather conditions can vary between hazardous heatwaves in the summer to extremely cold winters with heavy snowfall. It's always vital to be prepared for a variety of weather conditions in Chicago Heights. Stay up-to-date about the weather prediction in order to plan your activities appropriately and attire appropriately. Keep safe and make the most of the diverse weather experiences that Chicago Heights has to offer.