Jackstone calculi are uncommon urinary stones, characterized by a central dense core with a spiculated contour, which resemble the toy from the children's game Jacks. They are usually described in the veterinary literature. When present, they are typically found in the vesical bladder. There is limited literature about this unusual type of calculus. We describe a rare case of a Jackstone calculus, found inside a bladder diverticulum, detected on CT abdomen in a non-verbal patient with non-specific abdominal pain, chronic urinary retention, and microscopic hematuria.