Industrial gelatin is a good candidate for fabricating biodegradable packaging film, but the strong hydrophilicity of gelatin-based film lowers its moisture service reliability. Herein, we demonstrated a low surface energy water repellency surface design combined with covalent cross-linking for decreasing the water absorption and improving the moisture service reliability. Biodegradable octadecylamine (ODA) was chosen as the low surface energy providing material to fabricate the water repellency surface through a dehydration condensation reaction between the amine groups of ODA and gelatin chains via tetra-hydroxymethyl phosphonium chloride (THPC) in an aqueous phase. THPC also was employed as the cross-linking agent to form covalent bonding between the gelatin chains. The results determined that ODA modification and covalent cross-linking endowed the gelatin-based film with good water repellency and improved moisture service reliability. But high dose of ODA would result in phase separation and mechanical strength loss of the fabricated film. Additionally, ODA modification did not change the biodegradability of gelatin-based film, all the modified films were completely biodegradable in natural soil. Considering the sustainable modification process and abundant raw materials, the proposed strategy facilitates the effective utilization of low value industrial gelatin and provides a facile way for gelatin-based film as biodegradable packaging film.