The wind flow around the buildings with different rooftops is studied numerically using large-eddy simulation (LES). The filtered Navier-Stokes equations in LES are used to compute the large eddies, whereas the dynamic Smagorinsky subgrid-scale (SGS) model calculates the small eddies. A turbulent spot method is applied for the synthesis of artificial turbulent fields at the inlet. In this separated and reattached flow, our aim is to analyze the wakes’ vortical structure along with the buildings of different heights and shapes. A large number of engineering applications involve precise predictions of the airflow around buildings to ensure performance and safety. To validate the numerical solver, a comparison is performed with the earlier reported numerical and experimental data. The turbulent flow characteristics are discussed in terms of instantaneous flow structure and time-averaged statistical flow quantities. All the cases are simulated for a Reynolds number [Formula: see text] to understand the turbulent airflow patterns. The flow shows a separable bubble at the leading edge of the rooftop of the building that leads to recirculation at the lee side of the first row of buildings. Due to the recirculation, the suction arises near the leading edge of the building to assure a continuous flow of air around the obstacles. Further, Reynold stresses show high momentum fluxes in the frontal region of the buildings.