Tracheobronchomegaly is characterized by tracheal and main bronchial dilatation usually associated with pulmonary parenchymatous disease. It is a rare condition and less than a hundred cases have been reported so far. Two cases of tracheobronchomegaly are here reported, one of them in an asymptomatic patients who came to medical attention because of pneumothorax (a previously non reported association); the other case was in a female patient with advanced age and history of recurrent pneumonic episodes and with marked parenchymatous involvement. In both cases the diagnostic confirmation was made by CT.