Political advertisements are still one of the most effective weapons of political marketing campaigns. This is evident by the fact that in both developing and established democracies the budget spent on political campaigns keeps increasing on a yearly basis. A significant amount of the campaign resources are devoted to political advertisements, and until recently the content produced for television took the lion's share. Digital transformation transformed political communication practices as all areas of communication and management. The focus of this study is the digital transformation in political advertisement practices in Turkey. In order to provide an infrastructure to the political advertising landscape in Turkey, this paper first elaborates on overlying principles of political marketing, political advertising, propaganda and public relations then delves into the current political advertising types, mediums as well as strategies integrated in political communication campaigns. Then, to introduce the shift from a primarily print-based communication media towards the digital, this paper presents a brief historical background on political advertising in Turkey and an outlook of the current legislation governing contemporary advertising practices with political content. For the case study, the hotly debated 27th Turkish Presidential Election is examined and the winning party’s political advertisement campaign was analyzed to highlight the digital transformation of political advertising in political campaign management in Turkey. The results of this study suggest that in Turkey, political campaigning in near future will dramatically shift from the traditional political campaigning to digital formats and that the campaigns will have a more Z generation oriented focus. Considering the limitations in the scope of freedom of propaganda and duration specified by the Law on the "Basic Provisions of Elections and Electoral Registers", it can be inferred that there will be an inclination towards new technology based campaigning that will be; budget and environmental friendly, do not require the purchase of a medium, hold a high interaction potential and can reach large audience segments. It is possible to state that social networks and other online service providers, which are not limited by legislation, whose impact can be measured, which enable segmentation, personalization and real-time editorial editing, and which are highly adaptable with multi-media, will be the preferred mediums of communication in the political communication landscape.