In turning operations, the wear of cutting tools is inevitable. As workpieces produced with worn tools may fail to meet specifications, the machining industries focus on replacement policies that mitigate the risk of losses due to scrap. Several strategies, from empiric laws to more advanced statistical models, have been proposed in the literature. More recently, many monitoring systems based on Artificial Intelligence (AI) techniques have been developed. Due to the scope of different artificial intelligence approaches, having a holistic view of the state of the art on this subject is complex, in part due to a lack of recent comprehensive reviews. This literature review therefore presents 20 years of literature on this subject obtained following a Systematic Literature Review (SLR) methodology. This SLR aims to answer the following research question: “How is the AI used in the framework of monitoring/predicting the condition of tools in stable turning condition?” To answer this research question, the “Scopus” database was consulted in order to gather relevant publications published between 1 January 2000 and 1 January 2021. The systematic approach yielded 8426 articles among which 102 correspond to the inclusion and exclusion criteria which limit the application of AI to stable turning operation and online prediction. A bibliometric analysis performed on these articles highlighted the growing interest of this subject in the recent years. A more in-depth analysis of the articles is also presented, mainly focusing on six AI techniques that are highly represented in the literature: Artificial Neural Network (ANN), fuzzy logic, Support Vector Machine (SVM), Self-Organizing Map (SOM), Hidden Markov Model (HMM), and Convolutional Neural Network (CNN). For each technique, the trends in the inputs, pre-processing techniques, and outputs of the AI are presented. The trends highlight the early and continuous importance of ANN, and the emerging interest of CNN for tool condition monitoring. The lack of common benchmark database for evaluating models performance does not allow clear comparisons of technique performance.