The Inside-Out Prison Exchange Program is a course held inside a correctional facility that brings together currently incarcerated individuals and university students. Although this program has been implemented widely, questions about its impacts remain. This study examines the transformational nature of the Inside-Out Prison Exchange Program, as well as the degree to which it emphasizes higher order thinking skills. Utilizing a pretest-posttest, nonequivalent control group design, university students from multiple Inside-Out courses were compared to university students in traditional social science courses. Results from t-tests and multinomial regression models determined that Inside-Out participants experienced statistically significant shifts in perceptions of those who are incarcerated, relative to their peers in other courses. Statistically significant differences were also found on a higher order thinking index, indicating that Inside-Out students felt their course emphasized assessing information and applying concepts to complex circumstances, to a higher degree than did students who took other courses.