An information processing apparatus executes: acquiring whether or not a first user permits another user to ride in a first vehicle; acquiring whether or not a second user is matched with each of vehicles; regarding, as the first vehicle, a vehicle which is among the vehicles and with which the second user is not matched, and matching the first vehicle with the first user, when the first user requests a ride in the first vehicle and does not permit another user to ride in the first vehicle; and not permitting the other user to be matched with the first vehicle, after matching the first user with the first vehicle.