A cutting system includes a sewing machine and a cutting device. The sewing machine includes a sewing portion, a sewing communication portion, a sewing processor, and a sewing memory. The sewing machine acquires an embroidery data stored in the sewing memory. The sewing machine sends, via a network line, the acquired embroidery data. The cutting device includes a cutting portion, a cutter communication portion, a cutter processor, and a cutter memory. The cutting device receives, via the network line, the embroidery data sent by the sewing machine. The cutting device generates a cutting data based on the received embroidery data. The cutting device drives the cutting portion based on the generated cutting data, and cuts the object to be cut.