In this Study, we examined the influence of characteristics of rolling loads by casters on separation resistance of substrate concrete and synthetic resin floor coating. In the experiment, we first prepared floor samples having substrate concrete of various compressive strength, surface hardness and surface configurations, then put the coated samples to the test of separation resistance with Rolling Caster Loading Machine. Three loading conditions consisted of different kinds of casters, rolling conditions, and coating materials. Consequently, we clarified that the grade of separation resistance varied widely according to the characteristics of substrate concrete and rolling loads.