The purpose of this study is to explore the role of women in the Progressive Era through different stories written during similar times, as well as to develop deeper insight into the social and emotional impact on the personal freedom of women. During the 1900s, women were considered inferior in a patriarchal society. They were subdued and discriminated against in all walks of life, and they were obliged to perform family duties and society. Before the Progressive Era, women were oppressed and treated as second-class citizens. They were considered only wives and mothers, created only to obey and serve their husbands, to look after their children and to take care of the household. As women's attitudes changed, reform movements gained momentum in the late 19th century. American women were no longer seen as mothers or wives confined to their homes; rather, societal change demanded that they be educated, work and contribute to the social order. As a result, the Women’s rights movements in the 19th century and the Feminist Movements in the early 20th century were involved in a series of efforts to fight for the restoration of gender equality. Thus, female roles in American society in the Progressive Era changed drastically in terms of education, job opportunities and improved living conditions. The objective of this study is to examine and analyze the women characters, their issues, as well as the changing gender roles in the works of Charlotte Gilman, Kate Chopin and Susan Glaspell based on the structural elements, using qualitative research with documentation technique.