Supramolecular chemosensor arrays are powerful analytical methods to classify and quantify analytes using pattern recognition. Especially, the speaker has focused on approaches based on molecular self-assemblies to realize chemosensor arrays comprising a small number of supramolecular chemosensors. The minimized but multifunctional chemosensor arrays have been applied to real-sample analysis toward diagnosis, environmental assessment, and food analysis. The speaker believes that the sensor design to maximize the power of self-assembled structures based on the fusion science of host-guest chemistry and analytical chemistry will take us to the next stage to realize supramolecular analytical sensor devices for real-world scenarios.