Background: Pancreaticoduodenectomy, commonly known as the Whipple procedure, is a complex surgical intervention performed for malignant and benign conditions of the pancreas and periampullary region. Despite advancements in surgical techniques and perioperative care, the procedure remains associated with significant morbidity and mortality. This study aims to evaluate the outcomes and complications of pancreaticoduodenectomy in a tertiary care setting, providing insights into factors influencing surgical success and postoperative recovery. Methods: A cross-sectional study was conducted at Jinnah Medical College and its affiliated hospital from January 2023 to January 2024. Data were collected retrospectively for 30 patients who underwent pancreaticoduodenectomy. Variables analysed included demographic details, clinical presentation, surgical parameters, postoperative outcomes, and pathological findings. Statistical analysis was performed to identify significant associations, with a p-value < 0.05 considered statistically significant. Results: The mean age of the study population was 62.5 years, with a male predominance (60%). The most common indication for surgery was pancreatic cancer (60%), followed by ampullary cancer (26.7%) and biliary tract cholangiocarcinoma (13.3%). Significant complications occurred in 30% of patients, with pancreatic fistula (30%) and delayed gastric emptying (16.7%) being the most frequent. The 30-day mortality rate was 6.7%, and R0 resection was achieved in 66.7% of cases.