The current methods for manufacturing super-abrasive elements result in a stochastic geometry of abrasives with random three-dimensional abrasive locations. This paper focuses on the evaluation of wear progression/failure characteristics of micro-abrasive arrays made of ultrahard composites (polycrystalline diamond—PCD; polycrystalline cubic boron nitride—PCBN) in cutting/wear tests against silicon dioxide workpiece. Pulsed laser ablation (Nd:YAG laser) has been used to manufacture repeatable patterns of micro-abrasive edges onto microstructurally different PCD/PCBN composites. Opposing to these highly engineered micro-abrasive arrays, conventional electroplated abrasive pads containing diamond and CBN abrasives, respectively, have been chosen as benchmarks and tested under the same conditions. Contact profiling, optical microscopy, and environmental scanning electron microscopy have been employed for the characterization of the abrasive arrays and electroplated tools before/during/after the wear/cutting tests. For the PCD abrasive micro-arrays, the type of grain and binder percentage proved to affect the wear performances due to the different extents of compressive stresses occurring at the grain boundaries. In this respect, the micro-arrays made of PCD with mixed diamond grain sizes have shown slower wear progression when compared to the electroplated diamond pads confirming the combination of the high wear resistance typical of the fine grain and the good shock resistance typical of the coarse grain structures. The micro-arrays made of fine grained diamond abrasives have produced lower contact pressures with the workpiece shaft, confirming a possible application in polishing or grinding. As for the PCBN abrasive micro-arrays, the increase of metallic binder and the presence of metalloids in the medium content-CBN specimens have shown to produce higher contact pressure with the workpiece when compared to the electroplated specimen, causing fracturing as the main wear mechanism; while the PCBN micro-array with purely a metallic binder phase has shown slower wear and lower contact pressure in comparison to the electroplated CBN specimen. Among all of the tested arrays, the mixed grained PCD and the purely metallic binder phase PCBN micro-arrays have shown slower wear when benchmarked to the electroplated pads, giving a possible application of their use in the cutting tool industry.