This article juxtaposes the evolving scholarship investigating the influence of cultural capital on student learning and the developing trajectory of sociologists employing quantitative research methods. It critically reviews results from 34 studies analysing PISA or ASPIRES data to generate three key insights demonstrating complexities in relationships between cultural capital and student outcomes. First, cultural capital is a complex construct with many variables (different forms of cultural capital, highbrow/non-highbrow cultural capital) varying in their association with student literacy and parents' cultural capital affecting student literacy both directly and indirectly. Second, the influence of cultural capital may vary with types of student outcomes measured. Specifically, there are cultural variables associated with student literacy in different subjects, some cultural capital variables are more important for student literacy for a subject, and cultural capital influences student aspirations in addition to their literacy. Third, the influence of cultural capital on student literacy may vary with educational and social contexts. Cultural capital is more important in decentralised education systems, in low-achieving schools within differentiated education systems, in higher-quality schools and in more unequal, developed societies. In contrast, it matters less in high-achieving and standardised education systems, and in societies valuing education. Given the complexity in cultural capital, future research can ascertain how each cultural capital variable contributes to student learning and compare their effectiveness. It is also important to identify which cultural capital variables matter for specific student outcomes. Lastly, these insights highlight the need to recognise contextual differences in studies of social inequality.