Gianluca Vialli (1998-2000)Gianluca Vialli guided Chelsea to FA Cup glory in 2000 (Rebecca Naden/PA)Vialli was the first Italian to manage in the Premier League. The Blues won the League Cup and the Cup Winners’ Cup that season before lifting the UEFA Super Cup and, later, the FA Cup during his reign. Ranieri later defied the odds to mastermind Leicester’s 2016 Premier League title triumph. A fortnight earlier, Di Matteo guided Chelsea to FA Cup success courtesy of a 2-1 win against Liverpool. However, the Blues were denied the double by a 2-1 defeat to Arsenal in the FA Cup final.
