A learning progress monitoring system has an executing device, a server, and a plurality of monitoring devices. The server sets a learning goal according to a goal signal provided by the executing device, receives completion data via the executing device, and determines whether the number of approval signals from the monitoring devices reaches a satisfaction threshold. When the number of the approval signals reaches a satisfaction threshold, the server confirms that a stage of the learning goal is completed. If all the stages are completed before a target completion time, the server computes and stores N award points to an account corresponding to the executing device. The user of the executing device sets a goal of interest to learn and gains more motivation in learning through the awarding system.