During the last decades, salicylic acid (SA) and hyaluronic acid (HA) have been studied for a wide range of cosmetic and pharmaceutical applications. The current study investigated the drug loading potential of SA in HA-based crosslinked hydrogel films using a post-loading (osmosis) method of the unmedicated xerogels from saturated aqueous solutions of salicylic acid over a range of pH values. The films were characterized with Fourier-transform infra-red spectroscopy (FT-IR) and ultraviolet-visible (UV-Vis) spectrophotometry in order to elucidate the drug loading profile and the films' integrity during the loading process. Additional studies on their weight loss (%), gel fraction (%), thickness increase (%) and swelling (%) were performed. Overall, the studies showed significant film disintegration at highly acidic and basic solutions. No drug loading occurred at neutral and basic pH, possibly due to the anionic repulsion between SA and HA, whereas at, pH 2.1, the drug loading was promising and could be detected via UV-Vis analysis of the medicated solutions, with the SA concentration in the xerogel films at 28% /.