The book offers a novel approach to the study of the complex dynamics of cities. It is based on (1) Synergetics as a science of cooperation and selforganization, (2) information theory including semantic and pragmatic aspects, and optimization principles, (3) a theory of steady state maintenance, and of (4) phase transition, i.e. qualitative changes of structure or behavior. From this novel theoretical vantage point, the book addresses particularly three issues that stand at the core of current discourse on cities: Urban Scaling, Smart Cities and City Planning. An important consequence of "the 21st century as the age of cities", is that the study of cities currently attracts scientists from a variety of disciplines, ranging from physics, mathematics and computer science, through urban studies, architecture, planning and human geography, to economics, psychology, sociology, public administration and more. The book is thus likely to attract scholars, researchers andstudents of these research domains, of complexity theories of cities, as well as of general complexity theory. In addition, it is directed also to practitioners of urbanism, city planning and urban design.