| 1. Jornada | 15.08.1998 | Coventry City | - | Chelsea | 2:1 |  |
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| 11. Jornada | 09.12.1998 | Chelsea | - | Aston Villa | 2:1 | |
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| 18. Jornada | 19.12.1998 | Chelsea | - | Tottenham Hotspur | 2:0 | |
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| 21. Jornada | 09.01.1999 | Newcastle United | - | Chelsea | 0:1 | ||||
| 22. Jornada | 16.01.1999 | Chelsea | - | Coventry City | 2:1 | ||||
| 23. Jornada | 31.01.1999 | Arsenal | - | Chelsea | 1:0 | ||||
| 25. Jornada | 17.02.1999 | Chelsea | - | Blackburn Rovers | 1:1 |  |
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| 35. Jornada | 25.04.1999 | Sheffield Wednesday | - | Chelsea | 0:0 | ||||
| 38. Jornada | 16.05.1999 | Chelsea | - | Derby County | 2:1 |  |
Italia
