The effectiveness of rehabilitation is contingent upon the motor recovery process which typically involves long-term motor skill re-acquisition. Given that the learning process can be modulated by task difficulty, elucidating the underlying neural mechanism is essential for optimizing rehabilitation prescription to suit different patient conditions. This study aimed to investigate the impact of task difficulty on cortical response during force-control training via electroencephalography (EEG). An 8-day visuomotor force-tracking training experiment was conducted. Healthy right-handed participants (N=33) were recruited and randomly assigned to 3 groups, and each group was tasked with a different level of difficulty. The task difficulty was manipulated by variation in force-production complexity and execution sequence assignments, with real-time visual feedback provided to participants for self-output adjustment. Behavioral performance was quantitatively assessed using a pre-defined score metric related to performance accuracy. The EEG signals were collected, and corresponding event-related desynchronization (ERD) and relative functional connectivity (FC) during the task execution were analyzed within the alpha- (8-13 Hz) and beta- (15-30 Hz) bands. A post-training experiment was also performed to evaluate the near-transfer capability of learning. Results showed all the behavioral performances improved during practice, while higher task difficulty level was affiliated with better post-training near-transfer ability. The dynamic neural response to training could be mediated by changes in difficulty level, where increased task complexity corresponded with the heightened activities in the beta-band priorly within the right dorsolateral prefrontal area. Additionally, stronger alpha-band functional connectivity was observed to be predominantly associated with the left motor area (LMA) during challenging tasks, and the intensification in connectivity persisted selectively post-training which appeared to be acritical factor for skill transfer performance improvement. These findings illustrated the dynamic neural mechanism through which task difficulty affects behavioral performance during long-term motor training with accurate force-control purpose. The selectively strengthened functional connectivity may contribute to facilitating new task execution after training interventions. Therefore, beneficial neural modulation can be expected to be feasible by well-designed task difficulty strategies for effective motor rehabilitation.