Cyber-threat is now a global concern to all internet users, as the rate of crimes has tremendously changed from physical to virtual. Implementing awareness programs at various organization levels is required, Also there is a need to know the methodologies used in measuring cybersecurity awareness program effectiveness. The paper aims to review and explore the previous methodologies applied, target organizations, and application of Machine Learning techniques in the assessment of awareness programs. Systematic literature review techniques were used to conduct the search using pre-defined keywords and published papers from 2006 to 2019, the information was used in providing an answer to the research questions. The finding shows questionnaire was widely used as a method of evaluating cybersecurity awareness and also organizations implement more awareness programs, the gap found is the lack of using ML in assessing the effectiveness of design, implemented cybersecurity awareness programs.