The behavior of roughness features under rolling–sliding inside highly loaded elastohydrodynamically lubricated (EHL) contacts is studied in detail for many years now. In particular, the roughness deformation was subject to different theoretical analyses as well as experiments. A recent experimental work developed by Šperka et al. (2016, “Experimental Study of Roughness Effects in a Rolling–Sliding EHL Contact—Part I: Roughness Deformation,” Tribol. Trans., 59(2), pp. 267–276) studied the effect of kinematic operating conditions (mean velocity and slide to roll ratio) on the deformed profile of a ridge. The current paper presents results of full numerical simulations and their direct comparison to experiments in order to study the dependency of roughness deformation on the operating conditions. The assumption of non-Newtonian lubricant behavior seems to have a significant influence on the results as well. Results indicate that, in agreement with experiments, the variation of mean velocity causes changes in the deformed profiles of roughness while, on the other hand, the magnitude of slide to roll ratio (for sliding larger than ±50%) does not have influence on the size of the deformation.