Human-in-the-loop driving simulator experiments are conducted to evaluate a proposed robust steering assist controller that is designed on the basis of driver uncertainty modelling. A nominal controller (NC) that is designed without consideration of driver model uncertainty is also tested for comparison. Two types of experiments are proposed: a long driving task with nominal configurations and a short driving task with initially large lateral position error. The data are analysed using both time domain and frequency domain metrics. In the time domain, the standard deviation of lateral position error and percentage of road departure are used. In the frequency domain, the stability margins and crossover frequency are used. The driving simulator results indicate that statistically, the designed robust controller shows improvements in the short driving experiments. The improvements in the long driving experiments are less evident because of driver adaptation. The non-robust NC suffers from high gain and should be avoided. The benefits of considering driver model uncertainty in the design of vehicle steering assist controllers are, therefore, justified.