Provided is a work vehicle cooperation system that achieves ground work travel which is performed in a central work area and a headland, by effective coordination between a parent work vehicle and a child work vehicle. The work vehicle cooperation system is provided with: a parent position detection module for detecting the position of the parent work vehicle (1P); a child position detection module for detecting the position of the child work vehicle (1C); a central work area path calculation unit for calculating a central work area travel path used for unmanned work travel of the child work vehicle (1C) in the central work area (CL); a first operation control unit for allowing unmanned operation of the child work vehicle (1C) so that the child work vehicle (1C) precedes the parent work vehicle (1P), on the basis of the child work vehicle position and the central work area travel path; a headland path calculation unit for calculating a headland travel path used for unmanned work travel of the child work vehicle (1C), on the basis of a work travel track of the parent work vehicle (1P) in the headland (HL); and a second operation control unit for allowing unmanned operation of the child work vehicle (1C) so that the child work vehicle (1C) follows the parent work vehicle (1P), on the basis of the detected child work vehicle position and the headland travel path.