Greenhouses had to be designed to sustain permanent maintenance and crop loads as well as the site-specific climatic conditions, with wind being the most damaging. However, both the structure and foundation are regularly empirically calculated, which could lead to structural inadequacies or cost ineffectiveness. Thus, in this paper, the structural assessment of a multi-tunnel greenhouse was carried out. Firstly, wind loads were assessed through computational fluid dynamics (CFD). Then, the buckling failure mode when either the European Standard (EN) or the CFD wind loads were contemplated was assessed by a finite element method (FEM). Conversely to the EN 13031-1, CFD wind loads generated a suction in the 0–55° region of the first tunnel and a 60% reduction of the external pressure coefficients in the third tunnel was not detected. Moreover, the first-order buckling eigenvalues were reduced (32–57%), which resulted in the need for a different calculation method (i.e., elastoplastic analysis), and global buckling modes similar to local buckling shape were detected. Finally, the foundation was studied by the FEM and a matrix method based on the Wrinkler model. The stresses and deformations arising from the proposed matrix method were conservative compared to those obtained by the FEM.