Transition can refer to the termination of one activity and initiation of another activity or movement across locations. Transitioning is a fundamental skill required for independence. However, individuals with developmental disabilities often require direct additional instruction to ensure their independent transitioning. Video modeling, an intervention in which a person in a video performs a desired behavior for the viewer to imitate, increasingly appears in studies of individuals with developmental disabilities. The effectiveness of video models in assisting individuals with developmental disabilities transition is unclear, however. This article systematically reviewed research between 1999 and 2019 that used video models to increase the independent transitioning of individuals with developmental disabilities. Identified studies (n = 8) reported mixed findings on the independent transitioning of participants. Implications for practitioners and future directions are discussed following an overview of findings.