The accidental leakage of long-distance pressurized oil pipelines is a major area of risk, capable of causing extensive damage to human health and environment. However, the complexity of the leaking process, with its complex boundary conditions, leads to difficulty in calculating the leakage volume. In this study, the leaking process is divided into 4 stages based on the strength of transient pressure. 3 models are established to calculate the leaking flowrate and volume. First, a negative pressure wave propagation attenuation model is applied to calculate the sizes of orifices. Second, a transient oil leaking model, consisting of continuity, momentum conservation, energy conservation and orifice flow equations, is built to calculate the leakage volume. Third, a steady-state oil leaking model is employed to calculate the leakage after valves and pumps shut down. Moreover, sensitive factors that affect the leak coefficient of orifices and volume are analyzed respectively to determine the most influential one. To validate the numerical simulation, two types of leakage test with different sizes of leakage holes were conducted from Sinopec product pipelines. More validations were carried out by applying commercial software to supplement the experimental insufficiency. Thus, the leaking process under different leaking conditions are described and analyzed. (C) 2017 Elsevier B.V. All rights reserved.