Cutrone received his first ever call-up to the senior team for a home game against Pescara played on 30 October 2016; he was an unused substitute. In January 2017, Cutrone was promoted to Milan's first team. On 21 May 2017, he made his senior debut in the 3–0 Serie A home win against Bologna, coming on as a substitute for Gerard Deulofeu at the 85th minute.