This chapter draws on the comparative and sociopragmatic methods in historical orthography research. After first introducing writing systems and describing orthography as a supportive discipline on the fringes of other disciplines, the growing interest in this discipline is explained. The chapter presents the adoption of the comparative method in Slavic studies and principal directions therein. Then, it summarizes theoretical preliminaries in historical sociopragmatics, primarily based upon research on English historical orthography. In what follows, the author offers an overview of the most important approaches in Slavic studies, pragmaphilology and diachronic pragmatics, illustrating the differences and synergies between them mostly with Russian, Czech and Polish material. Finally, the methods proposed are critically appraised and their applicability for prospective research is demonstrated.