A cutting apparatus is disclosed in which a cutting blade and an object to be cut are moved relative to each other so that a desired pattern is cutout of the object. The cutting apparatus includes an arranging unit arranging the pattern in a cut-allowable region of the object, a frame setting unit setting a minimum boundary frame which is polygonal or curved in shape and includes a contour of the pattern arranged by the arranging unit, and a cutting data generating unit generating outer line cutting data for cutting an outer line dividing a first region near the pattern within the cut-allowable region and a second region other than the first region, outside the boundary frame, based on the boundary frame. The pattern and the outer line are cut out of the object based on pattern cutting data for cutting the pattern and the outer line cutting data.