The lubrication performance of roughness compression ring-cylinder liner system (CRCL) with axial-asymmetric new/worn compression ring and out-of-round cylinder liner is studied in this paper. By considering the oil film thermal effect, cavitation phenomenon, and surface roughness, the energy equations, mass conservation Jacoboson-Floberg-Olsson (JFO) cavitation algorithm, generalized average Reynolds equation, and Greenwood-Tripp asperity contact model are employed to investigate the frictional behaviors of CRCL. The oil film thickness, friction forces, wear, and power loss of CRCL are investigated at various wear stages of compression ring. The effects of the magnitude of cylinder liner deformation on the frictional characteristics of CRCL are also analyzed with consideration of compression ring conformability. Numerical results show that the deformation of cylinder liner and the wear of compression ring have a significant influence on the lubrication performance. It also suggests that the oil film thermal effect should be considered in the numerical analysis to provide an accurate prediction on the frictional behaviors of CRCL.