Born in Rome, Orlando played for Roma, Messina (briefly on a season loan from Roma), Fiorentina, Torino, Napoli and SPAL 1907 throughout his career. He is mostly remembered for his seven-year club career with Roma, the team with which he won the 1960–61 Inter-Cities Fairs Cup, and the 1963–64 Coppa Italia, forming a formidable partnership with Giampaolo Menichelli. In total, he managed 142 Serie A appearances and 34 goals in Serie A with Roma. During his time at Roma, he was briefly loaned to Serie B side Messina during the 1958–59 season, scoring 17 goals in 30 appearances. After leaving Roma, he moved to Fiorentina, where he also achieved notable success. He became the Serie A top scorer during the 1964–65 season, alongside scudetto winner Sandro Mazzola, and he helped the club to a fourth-place finish in the league. That season, he also helped Fiorentina to reach the final of the 1965 Mitropa Cup. Orlando spent his final season with Serie B side SPAL, making 6 appearances, before retiring in 1969.