Despite the strength of the American economy in the past few years, food insecurity and hunger continue to affect millions of American families. Drawing on 1998-1999 survey and ethnographic data from the Urban Change study (a multicomponent study of the implementation and effects of welfare reform in four large cities), this paper describes the food security of mother-headed families who were living in highly disadvantaged urban neighborhoods and who had received or were currently receiving cash welfare benefits. The families of four groups of women were compared: those who, at the time of the interview, worked and were no longer receiving welfare; those who combined welfare and work; nonworking welfare recipients; and those who neither worked nor were then receiving welfare. The survey results indicated that food insecurity in the prior year was high in all groups. Overall, about half the families were food insecure, and hunger was found in slightly more than 15 percent of the families. Moreover, in nearly one-third of the families there were food hardships that affected the children’s diets. Food insecurity was most prevalent among families where the mother had neither employment income nor welfare benefits. Food insecurity was lowest among the families where the mothers were working and no longer getting welfare, but even in this group 44.5 percent were food insecure, and nearly 15 percent had experienced hunger. Data from in-depth ethnographic interviews indicate that, in this population, women who are food secure nevertheless expend considerable energy piecing together strategies to ensure that there is an adequate amount of food available for themselves and their children.