Condition monitoring technology was applied for an air compressor lubricating system to achieve a proactive maintenance, which could prevent a catastrophic failure and detect root causes of the conditional failure of the system. For this work, various types of wear monitoring technology were used and compared with the results of vibration and temperature measurements. The Results generally showed that every technology has a limitation to failure detection, and integrated-based condition monitoring should be performed for the best results. In this work, an idea for the implementing integrated wear monitoring was suggested and demonstrated.