Oriented chitosan films, prepared by elongation, are applied to a surface wrinkling system via a horseradish peroxidase-catalyzed surface reaction of ferulic acid and drying. The wrinkle morphologies of the obtained films are strongly affected by drying compression stress inverse to the elongation direction, probably caused by an entropic spring. The most oriented chitosan film elongated until a fracture strain showed a herringbone-like pattern produced by parallel and orthogonal compression stresses to the orientation direction.