Chicago weather: Cooler start to the week Windy conditions are expected throughout the week in Chicago. Monday will start off cool with some more rain possible. Story continues TRENDING NOW Ridley Shut Out in Titans Loss October 14, 2024 Cowboys Owner Supports Coach Despite Crushing Defeat October 14, 2024 Suspect Arrested in Deadly Michigan Home Invasion October 14, 2024 Alex Bowman Out of NASCAR Playoffs After Charlotte Disqualification October 14, 2024 Army, Navy Ranked in AP Poll for First Time in 63 Years October 14, 2024 LATEST LOCAL NEWS Say goodbye to wind chill alerts • Sky GM shares respect for Weatherspoon • Northern Lights put on show Woman, 23, shot to death in Grand Crossing Chicago Bears’ long snapper suffers a knee injury in the first quarter while playing in London Feast on a Whole Animal at Illinois’ Oddest Restaurant PHOTOS: Hilarious, motivating signs from the 2024 Chicago Marathon