Disclosed are convolutional neural network-based road detecting apparatus and method and a convolutional neural network-based road detecting method according to an exemplary embodiment of the present disclosure includes applying a dilation operation to a ground truth for a road image of a learning image, training an inference model which detects a road region from a satellite image based on the learning image and the ground truth to which the dilation operation is applied, and receiving a prediction target image and generating an original segmentation map in which a road region is detected from the prediction target image by means of the inference model.