Rupture of the trachea as a result of external trauma is well documented. But, rupture of the membranous trachea following tracheal intubation has been infrequently noted. Risk factors associated with tracheobronchial rupture include inexperienced endoscopists, intubating stylets, multiple vigorous attempts at intubation, tracheal abnormalities, overdistension of tracheal or bronchial cuff with high pressure, low volume cuffs, and old age. We report a case of tracheal rupture occurred during one lung ventilation using Robertshaw double-lumen endotracheal tube for right upper lobe lobectomy. The etiology and treatment are discussed and the recent literature is reviewed.