Tens of millions of women suffer from infertility worldwide each year. In vitro fertilization (IVF) is the best choice for many such patients. However, IVF is expensive, time-consuming, and both physically and emotionally demanding. The first question that a patient usually asks before the IVF is how likely she will conceive, given her basic medical examination information. This paper proposes three approaches to predict the cumulative pregnancy rate after multiple oocyte pickup cycles. Experiments on 11,190 patients showed that first clustering the patients into different groups and then building a support vector machine model for each group can achieve the best overall performance. Our model could be a quick and economic approach for reliably estimating the cumulative pregnancy rate for a patient, given only her basic medical examination information, well before starting the actual IVF procedure. The predictions can help the patient make optimal decisions on whether to use her own oocyte or donor oocyte, how many oocyte pickup cycles she may need, whether to use embryo frozen, etc. They will also reduce the patient's cost and time to pregnancy, and improve her quality of life.