Aiming at the land subsidence problem caused by multiple coal seam mining in the Ehuobulake Coal Mine, this paper, considering the geological conditions of the first and fifth layers of coal, adopts the method of combining FLAC3D numerical simulation and SBAS-InSAR technology to analyze the dynamic evolution law of land subsidence amount and range under multiple coal seam repeated mining conditions. The reliability of the technology is verified by the field GPS monitoring data. The results show that, under the mining condition of multiple coal seams in the Ehuobulake Coal Mine, the land subsidence presents obvious asymmetry, and the size and range of the land subsidence in the mining area further increase due to the mining of lower layer coal. FLAC3D simulation results show that the maximum land subsidence is −211.8 mm. The results of SBAS-InSAR monitoring show that the maximum land subsidence is −225 mm, and the land subsidence obtained by the two methods has a high degree of fitting. The method of combining FLAC3D and InSAR technology can accurately and reliably monitor and analyze the land subsidence under the repeated mining of multiple coal seams in the mining area. It can provide effective guidance for the stability analysis of mined-out areas and the prediction of the influence of repeated mining on ground deformation.