Abstract
The current paper discusses the two most widespread and contradictory educational philosophies of classic German Idealism and modern American pragmatism. Their perspectives of what is truth and what is the best way to distinguish the reasoning idealists from the experienced pragmatists. The implementations of Idealism and pragmatism have affected the education process for several ages and reflect various social changes. The role of schools, educators, environment, teachers, and learners are not the same in both philosophies. However, on reviewing the chronological transmission from Plato's Idealism to Dewey's pragmatism, the resemblances and differences are elaborated here with examples. Furthermore, how these philosophies helped founding advocators for perennialism, essentialism, progressivism, and reconstructionism.