The increasing occurrence of landslides worldwide causes many human casualties and huge socio-economic losses. Therefore, the fastest and most accurate characterisation of landslides is important. The objective of this study is to compare how well the flat dilatometer (DMT) test and the piezocone penetration (CPTU) test can find the depth of a sliding zone. Inclinometers were used to measure horizontal changes in the soil to ensure the depth of the sliding zone was correct. The coincidence of the results of in situ static probes, and the displacements of the inclinometers is a sure confirmation of the depth of the sliding zone. In the example of Bedekovčina and Kravarsko landslides, in situ static probes were used to obtain values of input parameters on the sliding zone for parametric sensitivity analysis of parameters. Sensitivity analysis was performed by plotting the relationship between the above parameters and the vertical effective stress σ′vo on the sliding zone. The sensitivity analysis of the parameters of 11 tested samples shows that for the parameters of the obtained DMT probe, a higher sensitivity of the parameters is obtained, closer to the values concerning the expected range, and a minor standard deviation. The parameter Kd obtained by dilatometer probing is the best indicator of the depth of the sliding zone. The literature value Kd = 1.8–2.0 on the sliding zone in this paper is extended to the range Kd = 1.8–2.5, and its detection sensitivity is influenced by over-consolidation in shallow soil layers. In general, the research results show that the dilatometer probe has an advantage over the piezocone penetrometer test for the needs of landslide characterisation.