What do we know about children’s perspectives on starting school? This chapter reports and discusses findings from an ethnographic case study, aiming to deepen the understanding of how different children perceive the transition to school with regard to social as well as academic aspects. The theoretical framework is leaning on an interactional perspective, where children’s learning and development are seen to take place in a dynamic and ecological system. The reported results are based on interviews with 23 children, before and after their entrance in primary school, and on observed teaching situations in preschool class and grade 1. Research among children demands special ethical considerations, such as how to avoid that questions and interest from the researcher affect the position of children that are vulnerable in some way. The findings show that, within a group of children, facing the same educational settings and the transition between them, there are significant differences between the experiences expressed by the children.The findings presented support the importance of listen to children, when planning educational settings and the transitions between them.