Electrical utilities and system operators (SOs) are constantly looking for solutions to problems in the management and control of the power network. For this purpose, SOs are exploring new research fields, which might bring contributions to the power system environment. A clear example is the field of computer science, within which artificial intelligence (AI) has been developed and is being applied to many fields. In power systems, AI could support the fault prediction of cable joints. Despite the availability of many legacy methods described in the literature, fault prediction is still critical, and it needs new solutions. For this purpose, in this paper, the authors made a further step in the evaluation of machine learning methods (ML) for cable joint health assessment. Six ML algorithms have been compared and assessed on a consolidated test scenario. It simulates a distributed measurement system which collects measurements from medium-voltage (MV) cable joints. Typical metrics have been applied to compare the performance of the algorithms. The analysis is then completed considering the actual in-field conditions and the SOs’ requirements. The results demonstrate: (i) the pros and cons of each algorithm; (ii) the best-performing algorithm; (iii) the possible benefits from the implementation of ML algorithms.