This work presents research on the two possible ways to machine multiple holes on the same part, arrayed placed. The problem is approached from the economical point of view. The objective is to provide a tool able to help in choosing the best solution, either in terms of expenses, or of processing time, when making the decision on the manner of machining groups of holes by drilling: successively, or simultaneously. This is a complex task since many variables are involved in calculating the costs and/or machining time in such a case. The output of the research is an algorithm used to perform calculations, and what is more important, two software tools that allow the user to compare the result of any of the two ways to proceed, in economic and technological terms, based on the input data which characterize the process. The effect of variation of a certain input on the output can be, as well observed easily by using the graphical software tool. The general conclusion is that in most cases the simultaneous drilling is more effective, but it might involve bigger costs of hardware than the successive method. If the total cost is the criterion to appreciate the results of manufacturing, the simultaneous machining is the best for the big batch size. One of the soft-ware tools presented can determine the minimum batch size for which simultaneous machining is better. Anyway, the final decision is made by the technological designer, considering the main criterion of appreciation, and being guided by the output provided by the software tools.