Surgery is a primary source of revenue in a hospital, and scheduling of surgery can significantly impact surgeons’ and patients’ satisfaction and thus revenue. The major objective in surgery scheduling is to minimize the amount of waiting time for patients and maximize the utilization of the operating rooms while considering the needs of surgeons. In this process, accurately estimating surgery durations is among the most important factors. Using data from a large Midwestern hospital, surgery duration estimations were compared to actual durations in a one-year period for the top surgeries. Statistically, a significant difference between actual and estimated durations has been identified. With the goal of decreasing the difference between the estimated and actual durations, multiple linear regression models were created for the most common surgeries and used to analyze the impact various characteristics of surgery cases have on the duration. Due to the high variability of the data, the regression method was not found particularly effective in identifying significant correlations in the input characteristics.