This article uses data from three waves of the European Social Survey (2002, 2004, 2006) to compare educational inequalities in self-reported health (good vs. bad) and limiting longstanding illness in six age groups based on decade of birth (1930s-1980s) in 17 countries, categorized into four welfare state regimes (Anglo-Saxon, Bismarckian, Scandinavian, Southern). The authors hypothesized that health inequalities in these age groups would vary because of their different welfare state experiences—welfare state regime life courses—both temporally, in terms of different phases of welfare state development (inequalities smaller among older people), and spatially, in terms of welfare state regime type (inequalities smaller among older Scandinavians). The findings are that inequalities in health tended to increase, not decrease, with age. Similarly, inequalities in health were not smallest in the Scandinavian regime or among the older Scandinavian cohorts. In keeping with the rest of the literature, the Bismarckian and Southern regimes had smaller educational inequalities in health. Longitudinal analysis that integrates wider public health factors or makes smaller comparisons may be a more productive way of analyzing cross-national variations in health inequalities and their relationship to welfare state life courses.