With the development of cyclone desorption of solid wastes, improving desorption performance has attracted great attentions ever since. Having fully understood the cyclone deoiling mechanism for oil-based mud cuttings, critical factors including cyclone structure and operating parameters were further studied via computational fluid dynamics simulation. The physical properties of cuttings before and after cyclone deoiling were examined experimentally. The results suggested the periodic coupling centrifugal force generated from coupled self-rotation and revolution motions of cutting particles was the driving force that promoting oil desorption. By reducing the height of the whirlcone’s column, increasing the angle of the whirlcone, decreasing the diameter of the overflow port and increasing the inlet port gas velocity, the cyclone deoiling intensity of the cuttings could thus be enhanced. After treatment, the oil content of cuttings decreased from 6.38% to 0.92% and the average removal efficiency of Cn was 96.95%. Altogether, this work provides an approach to achieve deep deoiling of cyclone desorption technology and put an effort to develop green and sustainable oil and gas industries.