Matteo Cancellieri arrived in the AS Roma academy at the age of nine from Polisportiva De Rossi in the Appio-Latino, soon becoming a prolific goalscorer with the Giallorossi's youth setup.[3][4]
Cancellieri first rose to fame on 13 March 2018, during the Champions League game against Shakhtar Donetsk, where he was a ball boy at the Stadio Olimpico. He was pushed by the Shakhtar player Facundo Ferreyra, who made him fall beyond an advertising board. Roma eventually won the game, qualifying for the quarter-finals, where they would beat FC Barcelona in a famous remontada, under the management of coach Di Francesco.[3][5][6][7]
He played his first season with the club in the Campionato Primavera 2, still impressing with his goal tally, as he scored 15 goals and delivered 7 assists in only 18 games.[10][11]
He made his professional debut for Verona under manager Eusebio Di Francesco on 14 August 2021, starting the Coppa Italia game against Catanzaro, proving to be instrumental in his team 3–0 home win.[10][12] Cancellieri made his Serie A debut only one week later against Sassuolo, coming on as a substitute, before starting his first Serie A game six days later, against Inter Milan, the reigning champions.[13]
Loan to Lazio
On 30 June 2022, Cancellieri moved on loan to Lazio with an obligated to buy his rights if certain conditions are met.[14]
Loan to Empoli
On 16 August 2023, Cancellieri joined Empoli on a one-year loan.[15] Later that year, on 2 December, he scored his first goal in a 1–1 away draw against Genoa, one minute after entering the pitch.[16] On the final matchday of the 2023–24 season, he scored a goal and provided an assist in a 2–1 victory over Roma, securing Empoli's survival in the top tier.[17]
Loan to Parma
On 14 August 2024, Cancellieri was loaned to Parma on a one-year deal with an option to buy.[18]