Triboelectric charge transfer is complex and depends on contact properties such as material composition and contact area, as well as environmental factors including humidity, temperature, and air pressure. Saturation surface charge density on particles is inversely dependent on particle size and the number of nearby particles. Here we show that electrical breakdown of air is the primary cause of triboelectric charge saturation on single and multiple electrically insulating particles, which explains the inverse dependence of surface charge density on particle size and number of particles. We combine computational simulations with experiments under controlled humidity and pressure. The results show that the electric field contribution of multiple particles causes electrical breakdown of air, reducing saturation surface charge density for greater numbers of particles. Furthermore, these results show that particles can be discharged in a low pressure environment, yielding opportunities for improved industrial powder flows and dust mitigation from surfaces.