Diego Raymond De Girolamo (born 5 October 1995) is a professional footballer who plays as a winger or a forward for League Two club Cheltenham Town, on loan from Championship club Bristol City.

Born in Chesterfield, Derbyshire, De Girolamo came through the youth system at Sheffield United before signing a professional contract. He had three loan spells with League Two club York City during the 2014–15 season. He finished the season on loan with another League Two team, Northampton Town. After being released by United, De Girolamo joined Championship club Bristol City in July 2016. Qualifying to represent Italy through his father, he was capped for the under-18, under-19 and under-20 teams.

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