Syrian Kurdistan, also known as Rojava, has become a center of global attention after the Islamic State’s siege of Kurdish town Kobane in 2014. Since then the cooperation between US-led coalition and YPG (Yekineyen Parastina Gel) forces has gradually increased and caused trouble in US-Turkey relations due to alleged link between YPG and the PKK (Partiya Karkeren Kurdistane). This paper analyzes PKK leader Abdullah Ocalan’s writings on self-rule and political opportunities behind the Rojava project, assessing whether Kurdish cantons can realistically be formed along Turkey’s borders. My data comes from publications in both Turkish and Kurdish media, elite interviews with Turkish officials as well as Kurdish grassroots leaders, and think-tank reports and Congressional testimonies in Washington, DC. I argue that the Rojava project may prove to be successful in the long run albeit there are remarkable challenges in the short-term. First, Turkey’s peace talks with the PKK is not independent from the developments in Rojava. Thus, Turkey’s Rojava policy might only change if the PKK promises for disarmament within Turkish borders as a part of serious peace deal. Second, the trajectory of civil war in Syria has thus far bolstered the YPG forces, who successfully received both American and Russian support. For realization of the Rojava project, however, Kurdish political alliance around PYD (Partiya Yekitiya Demokrat) may need to have hard choices in near future, keeping itself distant from Russian protection. Third, the ongoing economic crisis in Iraqi Kurdistan will have implications for the Rojava project. As Kurdistan Regional Government loses its grip of power and yet strongly supported by the United States, Syrian Kurds will find “self-governance” more attractive and feasible plan.