Sandwich structures have been a subject of intense scrutiny and utilization in engineering applications. However, there has been a limited understanding of the mechanical behaviors of novel sandwich structures composed of auxetic metamaterials. This study aims to contribute to the body of knowledge by examining the buckling responses of sandwich beams or wide plates with an orthotropic anti-tetra chiral lattice (ATCL) aluminum cores and symmetric angle-ply carbon-fiber/epoxy face sheets, both of which can exhibit highly negative Poisson’s ratios or extreme auxeticity. The linear stability analysis of the sandwich structures under axial compression is conducted by applying the minimum potential energy principle and solving the eigenvalue problem using a numerical method. To achieve an accurate representation of arbitrary two-dimensional buckling morphologies, the first- and fifth-order shear and normal deformation models are employed to simulate the transverse kinematics of the face sheets and cores, while the finite-element model is utilized to discretize the longitudinal displacement of all constituents. The investigation reveals new insights into the interrelationship between global buckling, facial wrinkling, and shear crimping in conventional sandwich structures. The effects of material auxeticity on buckling responses are analyzed across an extensive range of geometrical configurations for the first time, unveiling five unprecedented buckling mode shapes, sophisticated buckling mode landscapes, and Poisson’s ratio-sensitive buckling criteria. These findings lay a crucial foundation for designing and optimizing auxetic sandwich structures, bringing diverse possibilities in lightweight constructions, acoustic insulation, energy absorption, and dynamic and shock mitigation.