A pierce and fill connector cap for a vial sealed by an elastomeric septum includes a vial collar and a needle holder. The vial collar body defines a collar aperture to be positioned in overlying registry with the septum of the vial, and the needle holder includes a needle holder body providing a means for holding a pair of elongate needles in registry with the collar aperture. The needle holder body holds at least one needle therein in a bent or deflected orientation and is moveable with respect to the vial collar between a first position spaced from the vial collar and a second position proximate the vial collar, such that the needled held by the needle holder will puncture through the vial septum.