This article explores how teaching Urban Anthropology can engender new relationships between cities, students, and classrooms. We discuss the generative connections between these actors as processes of becoming, which connect students with practices and theories for understanding urban life. Serving also as an introduction to a Special Issue on “Teaching the City,” this article introduces the issue’s pieces, which discuss teaching and learning across three continents. It also reflects on their collective contributions as an opportunity to think anew about the city through teaching. The four authors of this piece contributed equal labor.