This chapter discusses the growing development of higher education vis-à-vis urban expansion. Two growing institutions—the Hull-House Social Settlement and the University of Chicago—but were established in reply to the rising demands for an educated working class within an increasingly industrialized city. The Hull-House had started out as a residential district before expanding into a “prototype” campus integrated with the city at large. The University of Chicago, in contrast, was a facility dedicated to research, by using Chicago as a laboratory for developing universal theories of urban transformation. Yet despite such distinct approaches, these two institutions have become the basis of urban life in the years to come, illustrating the fact that knowledge development is directly tied to land development.