Geographers and social scientists have long been interested in ranking and classifying the cities of the world. The cutting edge of this research is characterized by a recognition of the crucial importance of information and, specifically, ICTs to cities' positions in the current Knowledge Economy. This chapter builds on recent "cyberspace" analyses of the global urban system by arguing for, and demonstrating empirically, the value of Web search engine data as a means of understanding cities as situated within, and constituted by, flows of digital information. To this end, we show how the Google search engine can be used to specify a dynamic, informational classification of North American cities based on both the production and the consumption of Web information about two prominent current issues global in scope: the global financial crisis, and global climate change.2