The purpose of the study is to examine factors associated with academic dishonesty among serial-academically frustrated students in Ogun State, Nigeria. Two hundred and fifty undergraduates registered with the academic empowerment programme at a private university in Nigeria were purposively selected for this study. The ages of the participants ranged from 17 to 21 years. Both the independent and dependent variables were measured with standardised instruments. The results showed that the independent variables jointly and relatively had significant influence on academic dishonesty among the sampled undergraduates. The result also showed gender difference in academic self-efficacy, locus of control and academic dishonesty but had no significant difference on motivation and academic dishonesty among male and female respondents. Implications for this study include the need to encourage character strength and development for enhancing the overall positive classroom behaviours, which eventually lead to successful academic achievement. University school counsellors should be saddled with the responsibility of nurturing the healthy development of all students.