Mediastinal anastomotic leaks are still catastrophic events following surgical procedures and are still a therapeutic challenge. A variety of conservative and surgical procedures have been proposed for the management of this conditions. An aggressive surgical approach is associated with considerable morbidity and lethality. A conservative approach is indicated only in a few selected patients with minimal anastomotic leaks. With advances in minimally invasive techniques, interventional endoscopic procedures have become an established therapeutic approach in the treatment of anastomotic insufficiencies. Our case report demonstrates that transesophageal placement of a selfexpandable metal stent in combination with interventional drainage of the paraesophageal space is a safe and effective procedure in the management of a mediastinal anastomotic leaks.