One of the concerns is that there may exist multiple infectious disease transmission routes across households in high-rise residential buildings, one of which is the natural ventilative airflow through open windows between flats, caused by buoyancy effects. This study presents the modeling of this cascade effect using computational fluid dynamics (CFD) technique. It is found that the presence of the pollutants generated in the lower floor is generally lower in the immediate upper floor by two orders of magnitude, but the risk of infection calculated by the Wells-Riley equation is only around one order of magnitude lower. It is found that, with single-side open-window conditions, wind blowing perpendicularly to the building may either reinforce or suppress the upward transport, depending on the wind speed. High-speed winds can restrain the convective transfer of heat and mass between flats, functioning like an air curtain. Despite the complexities of the air flow involved, it is clear that this transmission route should be taken into account in infection control.