This research aims to explore the fractal features within three districts: Beb-el-Oued (Algiers), Chiyoda-ku (Tokyo), and lower Manhattan (New York). It is based on the study of (A) the evolution of the morphological identity of urban fabrics, and (B) the evolution of the visual complexity of urban landscapes. The analysis of urban fabrics and urban landscapes covered three different periods: (A) before the 19th century, (B) between the 19th and the 20th centuries, and (C) after the 20th century. Correlation and dilatation analyses were used to study built-up areas and their urban boundaries. The box-counting method was applied to analyze cityscape images. Regarding the modern period, the results showed that all districts were characterized by a homogeneous surface morphology. However, each urban fabric had a specific intrinsic complexity degree. Urban boundaries were characterized by a heterogeneous, dendritic, and rough morphology. Chiyoda-ku and lower Manhattan cityscapes were more complex compared to Algiers cityscapes because of the important number of details and elements (such as signage, vegetation, …etc.). The results confirmed that the analyzed districts do not share the same morphological identities, which is due to cultural, historical, and geographical differences. Nevertheless, their morphological indicators after the 19th century did converge.