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Introduction and importance: Dissected saccular aneurysm of the ascending aorta is an extremely rare clinical entity. It has a greater risk for rupture due to its different histological structure compared to other forms of aneurysms; hence, it mandates urgent management. Case presentation A 64-year-old retired pilot was referred to our hospital complaining of vague chest pain along with numbness in his upper limbs, Chest X-ray showed widening of the upper mediastinum, and transesophageal echocardiography showed a dilated ascending aorta measuring 7.5 cm. Clinical discussion Transesophageal echocardiography and CT angiography confirmed the presence of a dissected saccular aneurysm in the ascending aorta, along with a dissection of the aorta that spanned the area between the dissected saccular aneurysm and the root of the innominate artery. As a surgical management, the ascending aorta was replaced with Dacron graft, the postoperative period was uneventful. Conclusion We report this case to highlight that surgical repair should be offered immediately when a dissected saccular aneurysm is diagnosed.