The aim of this paper is to describe the technical issues to be addressed in enhancing the Programme for International Student Assessment (PISA) contextual questionnaires instruments for the PISA for Development (PfD) study. We discuss the conceptual framework for the contextual questionnaires used in PISA, describe the evolution of the PISA contextual questionnaires, review the measures used in several other international studies, and consider how the PISA data have been used to address the policy questions relevant to the OECD member countries. This research, alongside discussions with key stakeholders, including those from participating countries, enabled us to identify seven themes in which the PISA contextual questionnaires could be enhanced and made more relevant for low- and middle-income countries: early learning opportunities, language at home and at school, family and community support, quality of instruction, learning time, socioeconomic status, and school resources. We discuss various options for enhancing these measures.