Background: Oromucosal films are thin polymeric dosage forms designed to hydrate rapidly in the oral cavity and enable local or systemic drug delivery. Their performance depends on coupled processes including wetting, swelling, polymer relaxation, matrix softening, and structural failure. Because these phenomena depend strongly on the formulation composition and polymer-network organization, a mechanistic framework linking conventional characterization data to film performance is needed. This study aimed to develop a Madelung-type multifractal swelling–disintegration–release-readiness model for chitosan/hydroxypropyl methylcellulose (HPMC) films and to examine its relevance using a twelve-formulation experimental series. Methods: Twelve films based on chitosan (film-forming polysaccharide), HPMC K-4M (hydrophilic swelling polymer), glycerin (plasticizer), and starch (disintegrant) were prepared via solvent casting. The films were characterized for loss on drying, surface pH, mass and thickness uniformity, wetting time, swelling behavior, structural-disintegration onset, elongation response, rupture resistance, folding endurance, and surface roughness. The proposed model described water uptake, swelling-front motion, matrix integrity, local release-readiness activation, and hydration-induced loading as coupled fields across the film thickness. Results: Formulation markedly influenced hydration behavior, mechanical performance, structural stability, and surface morphology. Films F2 and F7 emerged as the most promising complementary unloaded matrix platforms for future active-compound incorporation and experimental release evaluation. F2 behaved as a high-swelling, mechanically stable starch-free matrix, whereas F7 combined faster wetting, starch-assisted structural destabilization, and favorable flexibility. Conclusions: This framework provides a quantitative link between empirical film characterization and formulation-level mechanistic interpretation. It translates conventional characterization parameters into descriptors related to the apparent water penetration, swelling capacity, matrix-failure tendency, mechanical suitability, and structural heterogeneity. The present results support candidate selection for future Active Pharmaceutical Ingredient-loaded studies but do not constitute validation of drug-release kinetics.