Amidst the economic and social system that transformed into capitalism, loneliness is becoming a threat. The purpose of this study is to find out the role of capitalism involve with loneliness in Gen Y, who were born 1981 to 1997, living in Bangkok Metropolitan Region. The method of this study consists of both quantitative research by using UCLA Loneliness Scale Ver.3 to illustrate the picture of interpersonal loneliness and qualitative research with empirical phenomenology approach by in-depth interview. The data are analyzed under critical theory of capitalism and Erich Fromm’s Marxist Social Psychology.The findings revealed that Gen Y in capitalism faced high interpersonal loneliness. By analyzing under critical capitalism theory, high loneliness in this group occured because of the labor’s relationship that interacts only for economic benefit and individualism values with encouraging competition. Considering various dimensions under capitalism, it is found that origin and income dimension is the most crucial to interpersonal relationship. The level of income is inversely proportional to the level of loneliness. In addition, it is also found that capitalism causes existential loneliness that is not about interpersonal loneliness but the meaning of life.