In this paper we report the observations of HD189733b, Kepler-41b, Kepler-42b, GJ 436b, WASP-77ab, HAT-P-32b and EPIC 211818569 as measured at the Osservatorio Polifunzionale del Chianti, a new astro-nomical site in Italy. Commissioning observing runs have been done in order to test capabilities, systematics and limits of the system and to improve its accuracy. For this purpose, a software algorithm has been developed to estimate the differential photometric error of any transit observation, so that the integration time can be chosen to reach optimal signal-to-noise ratios, and to obtain a picture of what kind of transits this setup can reveal. Currently, the system is able to reach an accuracy of about 1 mmag and so it is ready for the much needed exoplanetary transit follow-up.