Studying the evolution law of overlying rock fissures and predicting the development height of water-conducting fissure zones is the key to preventing roof water damage, protecting mine water resources, and realizing the safe and sustainable development of the mine. To study the overburden fracture evolution law of coal mining under aquifer conditions, the 1402 working face of Longwangzhuang Mine in Shaanmian Coalfield serves as the engineering background based on the Fractal Theory and similar simulation technology; this paper analyzes the fracture evolution of overburden rock and the development law of Water-Conducting Fracture Zone (WCFZ) during the advancing of working face, and further puts forward a model for the location discrimination of overburden fracture based on plate theory. The results indicate that post-mining, overburden rock failure assumes a trapezoidal shape, and fractures around the cutting hole and the side of the working face fully develop, while those in the middle of the goaf tend to compact. The distribution of the fracture network of mining strata at different advancing distances has good self-similarity, and the fractal dimension of the fracture network of overlying rock can be divided into three stages: ascending dimension, decreasing dimension, and stable phase. The II 1 coal seam fracture does not spread to the Sandstone Fissure Confined Aquifer. These findings provide strategic guidance for protecting mine aquifer water resources, preventing and controlling roof water inrush, and ensuring safe and sustainable production within the study area.