In this paper, a method for generating the planar developments of three-dimensional shoe upper surfaces is proposed. This method is based on the optimization technique minimizing the geometric error occurred on the developed planar surface. Additionally, a rapid mapping algorithm to transform a curve on flattened plane to original surface (or vice versa) is proposed. These techniques are implemented on the 2D/3D integrated shoe design system. Using this system, a prototype running shoe can be designed more precisely and can be manufactured more quickly.