From 1961 to 1965, Angelillo played 106 games with Roma in Serie A, scoring 27 times, winning the 1960–61 Inter-Cities Fairs Cup, and the 1963–64 Coppa Italia with the club. He then spent one season at Milan, scoring one goal in 11 matches. The following year, he signed with Lecco, playing 12 matches and scoring one goal, with the team being relegated to Serie B at the end of the season. Wanting to return to first division football, he subsequently had a trial with Napoli, before agreeing to return to Milan as a reserve; he only made 3 appearances, scoring one goal, winning the 1967–68 Serie A title with the club, although he did not appear in Milan's victorious 1967–68 European Cup Winners' Cup campaign that season. In order to gain playing time he then moved to Genoa in Serie B, where he made 22 appearances, scoring 5 goals. His next and last team was Angelana, which he joined in 1969 as a player-manager, before retiring from professional football in 1971.