Provided are a work region setting portion which sets, within a traveling region, a work region for a working vehicle to perform predetermined work; and a traveling route setting portion which sets, within the traveling region, a target traveling route to make the working vehicle travel automatically. The traveling route setting portion includes: an initial route generation portion which generates an initial route based on a trajectory formed by the working vehicle traveling in the traveling region; a work route generation portion which generates work routes arranged in a parallel arrangement direction orthogonal to an extension direction; and a connection route generation portion which generates connection routes connecting, at either side of the work region, routes adjacent in the parallel arrangement direction among the initial route and the work routes. The target traveling route including the initial route, the work routes, and the connection routes is thereby set.