The existence or endurance of the city is determined by social, economic, cultural, and technological factors. Therefore, transportation connections become physical signifiers of the relation between two spaces. Nevertheless, the potential for change in transportation is more dynamic when compared to other factors. Change in the infrastructure and systems of transportation become evident at the urban scale more rapidly. In addition to leading to the formation of new cities or to socio-cultural and economic development in the already-existent cities, this dynamic structure may also cause the decrease in economic power, and even the desertion of settlements. Furthermore, it functions as a leading, even determining, parameter in the formation of space, thereby in economic and social development. The fact that, throughout history, centres of communication and commerce were established at intersection, stopping and lodging points of transportation links and/or their development into residential areas attests to this interaction. In the commercial centres and life of the city, the effects of regional transportation networks and technologies surface relatively. By means of the analytical method, this study focuses on how, within the history of settlements, population increases due to the choice of location based on transportation and strategic significance, and how urban functions vary accordingly. As such, the interaction between urban development and transportation links for the Ancient City of Tios will be analysed, and the signifiers for urban development will be designated.