An information processing system including a flying object, a control device that executes flight control of the flying object, and a mobile object that supports flight of the flying object, comprising: a movement control unit configured to execute movement control of the mobile object on the basis of a state of the flying object; an acquisition unit configured to acquire measurement information relating to an ambient environment of the mobile object; and a transmission control unit configured to execute control of transmitting the measurement information or processed information of the measurement information to the control device or the flying object; wherein the movement control unit is further configured to execute the movement control to move the mobile object to a position spaced apart from a taking-off or landing position of the flying object by a first distance in a horizontal direction, and by a second distance in a vertical direction; wherein the movement control unit is further configured to execute the movement control to move the mobile object to a first position and a second position which are different in the second distance in the vertical direction, the acquisition unit is further configured to acquire first measurement information relating to an environment at the first position, and second measurement information relating to an environment at the second position, and the transmission control unit is further configured to execute control of transmitting the first measurement information and the second measurement information or processed information of the first measurement information and processed information of the second measurement information to the control device or the flying object. a movement control unit configured to execute movement control of the mobile object on the basis of a state of the flying object; an acquisition unit configured to acquire measurement information relating to an ambient environment of the mobile object; and a transmission control unit configured to execute control of transmitting the measurement information or processed information of the measurement information to the control device or the flying object; wherein the movement control unit is further configured to execute the movement control to move the mobile object to a position spaced apart from a taking-off or landing position of the flying object by a first distance in a horizontal direction, and by a second distance in a vertical direction; wherein the movement control unit is further configured to execute the movement control to move the mobile object to a first position and a second position which are different in the second distance in the vertical direction, the acquisition unit is further configured to acquire first measurement information relating to an environment at the first position, and second measurement information relating to an environment at the second position, and the transmission control unit is further configured to execute control of transmitting the first measurement information and the second measurement information or processed information of the first measurement information and processed information of the second measurement information to the control device or the flying object.