Tracheobronchopathia osteoplastica (TO) is a rare, benign disease of unknown etiology, primarily affecting the major tracheobronchial tree, characterized by irregular nodular calcifications of the cartilaginous component of the inner wall of the tracheobronchial tree while sparing the posterior wall, leading to progressive narrowing of the airway. We report the case of a 60-year-old male otherwise healthy nonsmoker, who complained of chronic breathing discomfort and recurrent chest infections and was found to have TO according to radiographic, microlaryngoscopic, and biopsy findings. He experienced a flare up with worsening of disease progression after years of being in stable condition, after his infection with SARS-CoV-2.