A system for simultaneously filling a plurality of paintball pods with a reduced incidence of spilling includes a housing, a pod support, a reservoir, and a valve. The pod support includes a plate with at least one aperture configured to maintain at least one paintball pod in a vertical orientation. The pod support is configured to be positioned in the housing. The reservoir includes at least one opening in a bottom wall thereof. The valve selectively and controllably allows or obstructs a flow of paintballs from the reservoir to one or more paintball pods positioned in the pod support. The components of the paintball filling system may be coupled or nested into a single transportable unit.