Development of a new generation pneumatic of Ventricular Assist Device (VAD) required the design of cannulae to improve its optimal performance. In this case, a relevant restrictive design parameter was the material of the cannulae. Silicone was the best choice in a hemocompatible focus, but this is a material with very low stiffness. If the material is flexible, the most important parameter that affects either the structural performance or the hydrodynamic resistance is the amount of side holes on the cannulae tip, known as the effective drainage area. In order to obtain an estimation of the structural performance and of the hydrodynamic resistance, a study based on two independent analysis is needed: the structural and the in vitro drop pressure analysis. Structural analyses based on computer simulations were made in order to estimate the bending behavior of four silicone prototypes of cannulae tips. On the other hand, experiments under hydrostatic conditions were made to test and compare the pressure loss and flow rate relationship. A cannula tip with six side holes showed good hydrostatic performance, having almost the same as the one with nine side holes. Plus, it presented and a satisfactory structural behavior. This study assisted the design process of an auricular silicone cannula, recommending the use of cannulae with six side holes for a specific VAD.