Wave propagation in granular chains is subject to dispersive effects as well as nonlinear effects arising from the Hertzian contact law. This enables the formation of wideband pulses, which is a desirable feature in the context of diagnostic and therapeutic ultrasound applications. However, coupling of the ultrasonic energy from a chain of spheres into biological tissue is a big challenge. In order to improve the energy transfer efficiency into biological materials, a matching layer is required. A prototype device is designed to address this by using six aluminum spheres and a vitreous carbon matching layer. The matching layer and the precompression force are selected specifically to maximize the acoustic pressure in water and its bandwidth. The designed device generates a train of wideband ultrasonic pulses from a narrow-band input with a center frequency of 73 kHz. An analytical model is created to simulate the behavior of a matching layer as a flexible thin plate clamped from the edges. This model is then verified using free-field hydrophone measurements in water, which successfully predict the increased bandwidth by generation of harmonics. The shapes of the measured and predicted waveforms are compared by calculating the normalized cross-correlation, which shows 83% similarity between both. Since the generation of harmonics is of interest in this study, the total harmonic distortion (THD) and the −6-dB bandwidth of the signals are used to analyze signal fidelity between the hydrophone measurements and the model predictions. The acoustic signals in water have a root-mean-square THD of 73%, and the model predicts a root-mean-square THD of 78%. The −6-dB bandwidths of individual pulses measured by a hydrophone and predicted with the model are 280 and 252 kHz, respectively. At these high ultrasonic frequencies, it is an experimental demonstration of resonant chains operating in water with a matching layer.