The purpose of this study is to not only develop a wheeled mobile robot that can record control history data and distribute them externally but also propose and verify a learning evaluation method using the recorded data. In a previous study, we proposed the use of a wheeled mobile IoT robot equipped with a wireless LAN module and built a prototype. This paper describes the configuration of the robot improved for classroom use as part of measurement and control learning in technology and home economics (technology field) subjects at junior high schools. The results of the demonstration experiment, which measured continuous operation time and control history data upload time, revealed that there were no problems with its practical use. Furthermore, focusing on the robot trajectory obtained from the control history data, we proposed a learning evaluation method using dynamic time warping (DTW) and demonstrated its applicability by considering the scores calculated from the actual trajectory and the corresponding lines using DTW.