SummaryTiAlCrSiN nanocomposite tool coatings offer a potential solution for challenging cutting processes. Here, tribological behavior of the coated tool against workpiece material is paramount to improving the tool wear resistance. Hence, current study focuses on effect of TiAlCrSiN‐based tool coatings on friction behavior and chip formation under challenging cutting conditions. The investigated variants included cemented carbide cutting inserts with monolayer TiAlCrSiN, multilayer TiAl‐CrSiN/TiAlCrSiON and uncoated inserts. The tribological behavior of tools was analyzed during linear planing of highspeed steel PM HS6‐5‐3C with cutting speed vc = 110 m/min, width of cut b = 2 mm and uncut chip thicknesses h = 0.04 mm and h = 0.1 mm. Process forces and chip formation over cutting length L = 100 mm were recorded using dynamometer and high‐speed camera, respectively. The coated inserts showed a reduction in process forces and calculated apparent coefficient of friction. Among coated variants, multilayer coating resulted in lower process forces and apparent coefficient of friction at uncut chip thicknesses h = 0.04 mm. At h = 0.1 mm, both coated variants had a comparable performance. The adhesion of HS6‐5‐3C on tool was identified as one of the main contributing factors to the observed tribological behavior. Here, multilayer TiAlCrSiN/TiAlCrSiON showed promising potential to reduce workpiece material adhesion on tool surface and resultantly improve tribo‐logical behavior of the tool.