Chiral nanophotonic structures have garnered considerable interest in recent years due to their potential to enhance the efficacy of chirality-sensitive biomolecular detection. Designing metaplatforms to enhance chiroptical signals under linearly polarized excitation is particularly appealing due to the minimal chiral background and the ease of controlling excitation polarization. Here, a novel two-step inverse design scheme for dielectric lossless metasurfaces with superchiral hot spots is proposed. The method extends the local density of field enhancements for non-chiral fields into the chiral regime and significantly surpasses previous enhancements in superchiral field generation. It has been demonstrated that by leveraging the excitation of high quality factor modes with small mode volumes, it is theoretically possible to convert linearly polarized plane waves into a superchiral hot spot with record-high enhancement in the near-field optical chirality up to 104 . A prototype is successfully implemented using advanced nanofabrication technologies. The optical characterization of the prototype demonstrates a 102 -fold enhancement in optical chirality. The findings of this study unveil novel prospects for chiral spectroscopy with ultra-compact devices, underscoring the role of machine learning and physics-based inverse design in the development of cutting-edge, functional photonic structures.