The idea of utopia has long been associated with the search for better urban and social life, and in architecture, it serves as a mediator for designing the ideal space and life. Claude-Nicolas Ledoux and Le Corbusier, one of whom lived in the 18th century and the other in the 20th century, developed various ideas in their search for an ideal society and city, applied these to their architectural designs. Ledoux’s Saline Royale d’Arc-et-Senans (Royal Saltworks) and Le Corbusier’s Cité Frugés de Pessac (Fruges Town) are worker settlements designed under the influence of changing living conditions and perspectives, in two different centuries when industry and technology were at different stages. By examining and comparing these two projects, it is possible to discuss the impact of dominant social, technological, and economic conditions on workers’ settlement designs in different centuries. In this context, the aim of the study is to observe the evolution of the ideal city and society concept in architecture by observing the transformation in workers’ settlements designed two centuries apart. The results of the study highlight a historical continuity in the architectural thoughts and practice of the two architects. Nevertheless, the differences in plan schemes, construction techniques, common and private space designs, and social opportunities of these workers’ settlements reflect the social, economic, and technological characteristics of the period in which they were created. As such, the distinct technologies, production, and consumption systems between the two centuries reveal the reflection of different political and social structures on architectural thought and practice.