The lateral oscillation behaviour of rope guided conveyances was so complicated that the rope guided hoisting system hasn’t been understood thoroughly so far. In this study, the CFD tool was used to obtain the aerodynamic force acting on the conveyance by writing a user-defined function (UDF), and then the oscillation behaviour of rope guided conveyances was investigated numerically by Matlab with the variation clearance between the guide sleeve and the guide rope. A non-smooth oscillation model of the rope guided conveyance was established by considering the clearance between the guide sleeve and the guide rope. Results show that the aerodynamic buffeting forces had a notable influence on the oscillation behaviour of rope guided conveyances during the conveyances passing each other. The lateral acceleration of the rope guided conveyances showed a minor change with the increase of the clearance. However, the oscillation amplitude of the conveyances manifested a positive correlation with the rope guide sleeve clearance.