23. Round | 31/01/1999 | Arsenal FC | - | Chelsea FC | 1:0 | ||||
24. Round | 06/02/1999 | Chelsea FC | - | Southampton FC | 1:0 | ||||
25. Round | 17/02/1999 | Chelsea FC | - | Blackburn Rovers | 1:1 | ||||
26. Round | 20/02/1999 | Nottingham Forest | - | Chelsea FC | 1:3 | ||||
27. Round | 27/02/1999 | Chelsea FC | - | Liverpool FC | 2:1 | ||||
29. Round | 13/03/1999 | Chelsea FC | - | West Ham United | 0:1 | ||||
35. Round | 25/04/1999 | Sheffield Wednesday | - | Chelsea FC | 0:0 | ||||
36. Round | 01/05/1999 | Chelsea FC | - | Everton FC | 3:1 | ||||
32. Round | 05/05/1999 | Chelsea FC | - | Leeds United | 1:0 | ||||
37. Round | 10/05/1999 | Tottenham Hotspur | - | Chelsea FC | 2:2 |