As a complex urban system, the city constantly seeks balance. The rise of new ways to co-create or experience cities is breaking down traditional urban planning dichotomies. Interactive maps, mixed realities, 3D environments, and multiplayer settings are the new mediums through which an entire generation perceives the urban world. However paradoxical “designing for the self-organising city” may sound, today’s designers are challenged to propose new methods that in turn support the functioning of this system. ‘Play the City’ investigates “city gaming” as a valid method for transforming urban planning into an inclusive and self-organising process that will generate humane cities.