In this paper, a drainage experiment of water between a borosilicate sphere and a microstructured surface constituted by regularly spaced pillars is presented. The microstructured surface has two parts: on one part the liquid forms a Cassie interface and on the second it forms a Wenzel interface. The measured hydrodynamic drag force is larger on the Cassie part compared to the Wenzel part. Furthermore, for the Cassie part, from the hydrodynamic drag force measurements on a pillar and between pillars the corresponding local slip lengths have been extracted. The area average slip length on the surface is in agreement with the value expected by Philip's equation.