Area studies have undergone significant changes over the last two decades. They have been transformed from mostly descriptive accounts in the international context of the Cold War to theory-oriented and methodological analytical approaches. More recent comparative methods such as “Qualitative Comparative Analysis” (QCA) and related approaches, which are particularly suitable for medium N studies, have significantly contributed to this development. This essay discusses the epistemological background of this approach as well as recent developments. It provides two examples of current “cross area studies,” one concerned with successful democratic transformations across four regions (Africa, Eastern Europe, Latin America, and East Asia), the other with political participation in marginalized settlements in four countries (Brazil, Chile, Ivory Coast, Kenya) in a multilevel analysis. The conclusion points to the theoretical promises of this approach and its practical-political relevance.