We describe Mexican American seventh graders’ expectations for future work and family roles and investigate links between patterns of future expectations and adolescents’ cultural experiences and adjustment. Adolescents participated in home interviews and a series of seven nightly phone calls. Five unique patterns of adolescents’ future expectations were identified (N = 246): Career-Oriented, Independent, Family-Oriented, Early, and Inconsistent. Career-Oriented adolescents had the highest socioeconomic status and contact with the United States (e.g., generation status) whereas Family-Oriented adolescents had the lowest. Cultural orientations, values, and involvement also varied across groups. For example, Career-Oriented adolescents reported significantly higher familism values compared to Inconsistent adolescents. Clusters also differed on adjustment: Career-Oriented and Family-Oriented adolescents reported higher parental warmth and less risky behavior compared to Independent and Inconsistent adolescents. These findings underscore the multifaceted nature of adolescents’ future expectations and the diversity in cultural experiences among Mexicanorigin youth.