This chapter examines the influence of parenting stress on depressive symptoms of immigrant parent–child dyads in Italy, which has turned from a traditional country of emigration to that of immigration, where immigrants represent the fastest growing population segment (Hernandez et al., Child Indicators Research 3:13–37, 2010). Participants were 390 children aged 7–13 years old and their parents with immigrant Albanian, Russian, Serbian, Slovene, and mainstream Italian background. Both children and parents completed a depression scale and parents also provided data on their levels of parenting stress. Results showed that immigrant parents report significant levels of depression and parenting stress, and those levels are differently associated to their children’s depressive outcomes. A path model showed that parenting stress was related to depression in both parents and that only parenting stress of fathers was related to depression of their children.