Stigmatizing views surrounding mental illness are widespread. Personality disorders (PDs) are among the most stigmatized mental illnesses, as individuals with PDs are often described using pejorative terms, which might impact clinicians' a priori expectations and increase the likelihood of stigmatization, discrimination, or early termination from treatment. The degree to which the terms used in any diagnostic classification systems are stigmatizing has never been examined. The current study aims to explore the level of stigma perceived in diagnostic terms used and to compare which systems of classification (the Diagnostic and Statistical Manual of Mental Disorders, fifth edition [DSM-5] Section II, DSM-5 Alternative Model of Personality Disorder, and Hierarchical Taxonomy of Psychopathology [HiTOP]) are reported as less stigmatizing. The current study consisted of three samples. Individuals with lived experience of personality pathology (n = 218) completed an online survey examining the level of stigma perceived in diagnostic terms; mental health care providers (n = 75) and undergraduate psychology students (n = 732) also completed online surveys examining their perceptions of stigma within diagnostic terms. We examined differences in perceived stigma between the three classification systems across the three samples. Among mental health care providers, the HiTOP was rated as the least stigmatizing while DSM-5 categorical labels were rated as the most stigmatizing. There were no significant differences found among individuals with lived experience or undergraduate students. Understanding the degree to which the terms used to describe personality pathology contributes to reducing stigma has potentially important repercussions for research and clinical practice. (PsycInfo Database Record (c) 2024 APA, all rights reserved).