To investigate the development of cracks in the walls of reinforced concrete silos under feeding–discharge cycle loading, their causes, and their fatigue life during dynamic loading, a study was conducted using a combination of in situ monitoring and numerical simulation analysis. The following conclusions were drawn: during the loading and unloading process of the silo, the time of occurrence of the minimum pressure points follows a 4:3 ratio; extreme points are approximately 15 min apart; the minimum pressure increases during material addition and decreases during material subtraction; and the load in the non-discharge area is 1.43 times that of the load in the discharge area. That is, at the same elevation, the load borne by the silo wall is uneven, with fluctuations and rotational effects occurring. Under such uneven load conditions, the silo wall experiences significant bending and torsional moments, causing excessive local tension and leading to cracking. Our analysis showed that the most unfavorable load condition occurs when discharge ports 5 and 7 are operating simultaneously, which causes the maximum tensile damage to the silo wall. For the first time, a fatigue life prediction model for reinforced concrete silos was proposed, and the accuracy of this prediction method was verified based on actual conditions.