Objective: This study aimed to examine the relationships on hopelessness, attachment styles, family structure and substance abuse proclivity of high school students. Method: Sampling of the study consisted of totally 903 high school students (513 female, 390 male) studying a province that has a big city status in Black Sea Region in 2015-2016 educational year. The age of the students in the sample, ranged from 14 to 20 mean of their age was 16.33 (SD=1.14). So, demographical information form (DIF), Beck Hopelessness Scale (BHS), Relationship Scale Questionnaire (RSQ), Family Structuce Evaluation Scale and Substance Abuse Proclivity Scale (SAP) was applied to participants as groups in a class. The data were analysed using Spearman's Brown Rank Test and multiple regression. Results: As a results of the analysis, it was found that there were positive relationships between the high school students' substance abuse proclivity and hopelessness, preoccupied attachment style among all the attachment styles and unity, management and competence dimensions of family structure; that the hopelessness, attachment styles and family structure explained the 11% of the substance abuse proclivity Discussion: The results of the study have showed that there is a relationship among the substance abuse proclivity, hopelessness, attachment styles and family structure.