Urban design and urban form can affect ventilation potential by causing flow turbulences around and at the top of buildings, which result in higher wind velocity. The air velocity is either increased or decreased by building blocks, and the solar energy is trapped in the urban canyons formed by buildings on both sides of the streets. The aim of this study was to investigate the effect of building orientation and forms, and street orientations in terms of pedestrian- level microclimatic within the dense structure of the city of the case study area, which is considered the historical texture of the Montenegro region. The another aim was to answer the questions on the relation of the prevailing wind with the wind behavior in the built-up area. This is a multidisciplinary study between urban architecture, and urban physics. The data collection analysis and its interpretation are the numerical part of the study. When the results of the analyses on all prevailing wind directions and flows are examined in detail, building layouts can be revised and optimized to allow sufficient pressure on the facades of buildings with the lowest pressure values around each group of buildings. Otherwise, buildings with insufficient wind flow and therefore buildings with low-pressure values will exposed the insufficient natural ventilation performance.