A rare inflammatory disease of the major duodenal papilla, duodenal papillitis is frequently linked to pancreatitis, infections, stones, or other biliary obstructions. This case study focuses on a 62-year-old male with a history of cholelithiasis and benign prostatic hyperplasia who presented with pain in the epigastrium. Radiological imaging revealed an enlarged and oedematous duodenal papilla, which suggested biliary obstruction and duodenal papillitis. The patient was started on intravenous antibiotics and analgesics, following which endoscopic stenting was performed, and the clinical outcome was promising. Due to its overlap with other illnesses, such as cancer of the papilla of Vater, duodenal papillitis can be difficult to diagnose. However, early discovery and suitable imaging are crucial for successful treatment. To differentiate this illness from other potential diseases, imaging methods such as Computerized Tomography scan (CT scan) and MRCP must be used correctly. This case highlights the potential for non-invasive treatments to improve patient outcomes while reducing the need for surgery. It also underscores the importance of combining multiple imaging techniques in diagnosing rare gastrointestinal disorders, which can lead to more accurate and timely management.