Against the background of the Deweyan tradition of "Democracy and Education," we discuss problems of complexity and reductionism in education and educational philosophy. First, we investigate some of Dewey's own criticisms of reductionist tendencies in the educational traditions, theories, and practices of his time. Secondly, we explore some important cases of reductionism in the educational debates of our own day and argue that a similar criticism in behalf of democracy and education is appropriate and can easily be based on Deweyan terms. Thirdly, we draw some more general conclusions about complexity and reductionism as challenges for democracy and education. Among other things, we argue that powerful social tendencies of capitalist competition and social Darwinism support reductionisms in education and put the democratic project at risk. The tensional relation between democracy and capitalism constitutes a major challenge for educational philosophy in our own time as much as in Dewey's.