The present study examined the mediating effects of self-criticism and entrapment, defined as internal or external, on the relationship between evaluative concerns perfectionism and chronic procrastination among college students. We examined the differential pathways of each variable. To this end, a survey was conducted among 323 university students and the data was analyzed using SPSS 23.0 and AMOS 22.0. The results of this study are as follows. First, evaluative concerns perfectionism was positively correlated with self-criticism, internal entrapment, external entrapment, and chronic procrastination. Second, the direct path of evaluative concerns perfectionism to chronic procrastination was statistically significant. Third, the simple mediated pathway of evaluative concerns perfectionism through internal entrapment to chronic procrastination was statistically significant. Fourth, the path from evaluative concerns perfectionism to chronic procrastination via self-criticism was not statistically significant while the dual-mediated path from evaluative concerns perfectionism to chronic procrastination via both self-criticism and internal entrapment was statistically significant. Fifth, the simple mediated pathway of evaluative concerns perfectionism to chronic procrastination through external entrapment and the dual-mediated pathway of evaluative concerns perfectionism to chronic procrastination through self-criticism and external entrapment were not statistically significant. The significance of these findings, this study’s limitations, and suggestions for future research are discussed in this paper.