The people of Kosovo are rightly described as people who have suffered through many years of injustice. Kosovo's path to liberation and detachment from Serbian injustice was difficult and with profound consequences. Kosovo's efforts for freedom and independence were long-lasting, but they took an active start during the 1980s and 1990s. The abolition of Kosovo's autonomy given to it by the constitution of 1974 enabled Kosovo to actively begin the path to liberation and independence. This written material interlinks the events that took place during 1989-1999 that followed Kosovo until its liberation. Protests ranging from miners to students of the University of Prishtina, the Constitution of Kacanik, then political movements, military movements alluding to the KLA's emergence, talks and various international efforts to find a solution more peaceful on the Kosovo's issue, the Rambuje talks, the Reçak massacre and many events that followed this journey of Kosovo alluded to NATO's humanitarian intervention and the Kosovo's issue to appear before the world as a perennial injustice to an innocent country and population. Milosevic's capitulation through the intervention of NATO and the international community led Kosovo to embark on a new journey through the international protectorate and transition that would allude to Kosovo's independence. The purpose of this analysis is to highlight the challenges that Kosovo has faced over the years, with an emphasis on the political and diplomatic level. Through descriptive, analytical and comparative methods we will attempt to elaborate on Kosovo's journey through 1989-99, as well as to highlight the significance of events during this decade, events which influenced the Kosovo's process to result in liberation and later with the proclamation of the independence of Kosovo.