This paper presents numerical modelling of rock cutting processes. The model consists of a tool–rock system. The rock is modelled using the discrete element method, which is suitable to study problems of multiple material fracturing such as those involved in rock cutting. Both 2D and 3D models are considered in this work. The paper presents a brief overview of the theoretical formulation and calibration of the discrete element model by a methodology combining the dimensional analysis with simulation of the unconfined compressive strength (UCS) and indirect tension (Brazilian) tests. The rock cutting process with roadheader picks, which is typical for underground excavation, has been simulated. The results of the 2D and 3D analyses have been compared with one another, and numerical results have been compared with the available experimental data.