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Ionic liquids (ILs) have myriad potential uses as low vapor pressure solvents, catalysts and conducting liquids. Approximately one trillion room temperature ILs are possible if we include all mixtures. Due to this large number, the selection of a particular IL for a specific application is very difficult. Certain ILs with long alkyl chains have been shown to exhibit lubricious characteristics under macro testing conditions. A method is described here that compares the performance of ILs as lubricants for low load conditions for both micro and nano level contacts. An atomic force microscope with micro-sphere attached tip in a fluid cell is used to compare the lubricity of ILs with distinct molecular architectures. Overall lubrication performance of ionic liquid studied here at low load conditions seems to be an interplay of boundary regime and hydrodynamic regime and H-silicon showed much lower friction than on neat silicon.