This paper introduces a novel tribocharging apparatus that utilizes a Faraday cup and experimentally investigates the charging behavior of glass beads. The novel apparatus mainly consists of four parts: an air supply part to control air duration and pressure, a powder supply part for setting the desired amount of powder (1 g in this experiment), a metal pipeline for generating a tribocharge, and a cyclone for collecting the powder that has passed through the pipeline. Four different sizes of spherical glass beads were used in this experiment. As for the results, the charge clearly increased as the glass bead particles passed through the pipeline for all four types of glass beads. The charge amount of the glass beads and the charge amount obtained from the pipeline had a very similar trend and absolute values. This confirmed the reliability of the test and showed that there was no disturbance due to external noise. In all of the tests, the net charge was observed to be negative for all glass beads. This agrees with the triboelectric series relating to the work functions of metals and glass particles. Smaller particles had larger charge amounts than did larger ones with good reproducibility. The charge amount of all glass beads increased as the supplied spiral air pressure increased.