Aim: To assess the predictability of crowding resolution and the efficacy of different strategies to gain space during clear aligners treatment. Methodology: 3D casts of a total of 40 subjects were evaluated. Thus, 80 arches were collected and uploaded on the Orthoanalyzer software for arch measurements. The data were gained on the starting arch form (T0), on the virtual arch developed with digital planning (vT1), and on the arch form achieved at the end of the aligner sequences (T1). The following parameters were scored: Little’s Irregularity Index, transversal arch diameters, (intercuspid, interpremolar, and intermolar width), incisor position/arch length, and enamel interproximal reduction (IPR).