A new perspective is presented for evaluating the slope stability of coal and lignite mines due to rainfall. The case of Greek lignite mining areas is employed to illustrate the methodology. Initially, past climatic records of rainfall are documented and analyzed; rainfall intensity varies from light (0.8 mm/h) to heavy (up to 9 mm/h). Few extreme phenomena are documented, with the maximum intensity being 17 mm/h. Furthermore, climatic projections of future trends are performed with open-access tools to anticipate possible deviations from the baseline conditions. Although the mean temperature is expected to increase, projections show that the past rainfall range is not expected to change. Finally, the effect of rainfall infiltration on the stability of a typical open-pit lignite mining slope is investigated by finite element analysis. The precipitation range defined by the environmental analysis is used. The SF is practically constant for the lower rainfall intensities (0.8–2.2 mm/h). For the higher intensities of 6.4 mm/h, 9 mm/h, and 17 mm/h, the SF decrease is almost the same (from 2.08 to 1.9), with reduction rates of 8.3%, 8.9%, and 9.3%, respectively. The effect of the critical geotechnical properties—groundwater table depth, unsaturated zone properties, and soil permeability—is also examined for a complete evaluation.