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Pleurobiliary fistula secondary to common bile duct obstruction due to stone is a very rare clinical entity. A 55-year-old female patient presented in the emergency department with features of septicaemia with left pleural effusion. Intercostal tube drainage drained 5 L of bile on the first day and around 500–600 mL of bile each day subsequently. Magnetic resonance cholangiopancreaticography showed choledocholithiasis with pleurobiliary fistula. The patient underwent bilioenteric bypass and ligation of the fistulous tract with complete cure.