For urban transport to be competitive and sustainable, it has to be smart. Cities worldwide use smart technologies to integrate transport systems, minimize costs and improve user experience. The concept of smart transport is a hot topic between city leaders looking to find a wave of innovation to more sustainable and prosperous cities . The city of Skopje is on a good path towards the development of smart urban transport. Hence, the purpose of the paper is to present progress made in the city of Skopje implementing smart measures in urban transport. More important, the analysis recommends additional smart measures and directions with a potential to support and strengthen sustainable urban mobility features.