Tom Skilling Tom Skilling, the beloved weatherman and enduring presence on Chicago television, has announced his upcoming retirement from WGN after a 45-year career on the air. In a heartfelt announcement, Skilling said he intends to retire next year, with his final broadcast scheduled for February 28, 2024. “I am going to retire at the … Continue reading Tom Skilling announces retirement after 45 years at WGN