A 79-year-old male presented with several weeks of abdominal pain associated with nausea and vomiting. He was found to have an obstruction of the duodenum and hepatobiliary system that was highly suggestive of malignancy. A thorough evaluation revealed no indication of metastatic disease. The patient elected to undergo a palliative, if not potentially curative, Whipple procedure. After a successful operation, the final report from pathology was highly unexcepted. The patient’s duodenal obstruction had been caused by metastatic urothelial carcinoma within the pancreas. Metastatic disease to the pancreas is an exceptionally rare occurrence, more so when considering occult primary tumors of urogenital origin. This is the first description of a patient presenting with duodenal obstruction caused by urothelial carcinoma metastasizing to the pancreas. The following case highlights the aggressive nature of this disease while offering insights into the management and outcomes that were involved in this rare clinical scenario.