In this paper, a methodology that aims at evaluating the effectiveness of different TES strategies is presented. The methodology takes into account the specific material of interest in the monitored scenario, sensor characteristics, and errors in the atmospheric compensation step. The methodology is proposed in order to predict and analyse algorithms performances during the planning of a remote sensing mission, aimed to discover specific materials of interest in the monitored scenario. As case study, the proposed methodology is applied to a real airborne data set of a suburban scenario. In order to perform the TES problem, three state-of-the-art algorithms, and a recently proposed one, are investigated: Temperature-Emissivity Separation ’98 (TES-98) algorithm, Stepwise Refining TES (SRTES) algorithm, Linear piecewise TES (LTES) algorithm, and Optimized Smoothing TES (OSTES) algorithm. At the end, the accuracy obtained with real data, and the ones predicted by means of the proposed methodology are compared and discussed.