Tommaso Chieffi (born 20 December 1961) is an Italian professional sailor. He competed in the 1984 Summer Olympics. He sailed on Italia II during the 1987 Louis Vuitton Cup and was the navigator on Il Moro Challenge at the 1992 Louis Vuitton Cup. Twenty years later, Chieffi sailed with Team Shosholoza at the 2007 Louis Vuitton Cup.