RETROCAVAL URETER (or PRE-URETERAL VENA CAVA) is a rare congenital abnormality arising from dysgenesis of the inferior vena cava (IVC) that results in the right ureter coursing posterior and medial to the inferior vena cava (IVC), causing varying degrees of obstructive proximal hydroureteronephrosis, a rare cause of long-standing cyclical flank pain. Retrocaval ureter (or Pre-ureteral vena cava) is asymptomatic until the 3rd and 4th decades of life from resulting hydronephrosis. Ultrasonography (USG), Intravenous urography (IVU), nuclear scintigraphy, Computed tomography urography (CTU), and Magnetic resonance urography (MRU) have been used in the diagnosis of this abnormality. Computed tomography urography (CTU) depicts the findings in three dimensions gives the most “wholesome” solution to its diagnosis. This condition is differentiated from other urinary tract obstruction causes, especially urolithiasis, essential for successful surgical management. When symptomatic, the situation is treated surgically, either by laparoscopic or open surgery. We report a case of a 50 years old male both with right flank pain and associated hydronephrosis.