The research “Detecting monopolisation tendencies in the context of modern business cycles: a quantitative perspective” provides a multi–perspective in–depth description of the nature, the occurrence sources, the development procedure and the internal conjuncture specifics of the present day monopolisation process as well as provides an example of modern econometrical method application within a unified framework of market competition analysis for the purpose of conducting a quantitative competition evaluation on an industry – level, resulting in applicable outcomes, suited for both private and public actors in terms of investment/business activity strategic analysis for the former and policy/regulatory action planning for the latter. The main scope of the aforementioned research is devoted to developing and further enhancement of monopolistic tendencies’ detecting and quantitative analysis practices, while simultaneously considering the broader context of macroeconomic volatility and the corrective market effect, occurring within various stages of business cycle development. The introduced methodology shall be structured in a coherently – comprehensive manner, enabling a constituent analysis of a possibly monopolistic market trend, followed by a corrective adjustment of the acquired result by crucial secondary influence factors, deriving from the conjuncture specifics of competition in the relevant market and the empirical consequences, which are rooting from the current stage of respective industry’s business cycle maturity. The current research employs a system of economic situation – reflecting ratios, based of authentic calculations, conducted within the framework of the relevant industry’s structural conjuncture analysis, while projecting the acquired corrective coefficient on the competitive situation in the evaluated market, described through the prism of market power distribution between the involved supply – side actors.