Frank Leboeuf could have very easily featured behind number 28 Roy Bentley in this list, but we have chosen the Frenchman because he represented a change of era at Stamford Bridge. The likes of Gianluca Vialli and Gianfranco Zola would strengthen the attacking department, but Leboeuf added some class to the backline.
After signing from Strasbourg, he scored four time in his first seven matches - with his free kicks and penalties becoming his trademark at the Blues - and he ended his opening campaign with the FA Cup.
More goals and trophies materialised in the following season, in which Chelsea won both the League Cup and Cup Winners Cup. It was an exciting time to be a Chelsea supporter as they finished third in the Premier League and qualified for the Champions League for the first time in their history, and Leboeuf made another 48 appearances during that campaign.
The Blues would falter in the league during 1999-00, but progress in Europe and claiming a second FA Cup medal made up for that. Leboeuf's fifth and final year at Chelsea was disappointing as he gradually lost his place to John Terry, but he ended his spell with the club with six trophies to his name during a successful period for the West Londoners.