2D metasurfaces have emerged as a paradigm‐shifting platform for light management with considerable miniaturization and alleviated fabrication challenges than their 3D counterparts. However, the appearance of in‐plane mirror symmetry and reduced dimensions impose fundamental restraints to advanced chiroptical responses and reconfiguration capabilities. Here, a new concept of Fano‐enhanced circular dichroism by introducing a reconfigurable stereo metasurface, which possesses deformable out‐of‐plane twists that are readily achieved by a simple nano‐kirigami fabrication method, is demonstrated. The stereo height and twisting geometries can be reproducibly controlled, providing a facile and automated fashion to tailor the distinct profiles of Fano resonances under circularly polarized incidence. As a result, a recorded high efficiency of circular dichroism generation per unit sample thickness is achieved with Fano resonances in opposite lineshapes. Leveraging this feature, large‐range reconfiguration of circular dichroism at optical wavelengths is demonstrated through reversible compression of the stereo metasurfaces with a fiber tip. The studied stereo metasurface unfolds a new degree of freedom for advanced photonic applications in a quasi‐flat optical platform, and the proposed concept of Fano‐enhanced circular dichroism opens new venues to explore interesting fundamental phenomena of chiral optics.