Biologically inspired, fi brillar dry adhesives continue to attract much attention as they are instrumental for emerging applications and technologies. To date, the adhesion of micropatterned gecko-inspired surfaces has predominantly been tested on stiff, smooth substrates. However, all natural and almost all artifi cial surfaces have roughnesses on one or more different length scales. In the present approach, micropillar-patterned PDMS surfaces with superior adhesion to glass substrates with different roughnesses are designed and analyzed. The results reveal for the fi rst time adhesive and nonadhesive states depending on the micropillar geometry relative to the surface roughness profi le. The data obtained further demonstrate that, in the adhesive regime, fi brillar gecko-inspired adhesive structures can be used with advantage on rough surfaces; this fi nding may open up new applications in the fi elds of robotics, biomedicine, and space exploration.