| 23. Jornada | 30.01.1999 | Wimbledon FC | - | West Ham United | 0:0 | ||||
| 24. Jornada | 06.02.1999 | West Ham United | - | Arsenal | 0:4 | ||||
| 25. Jornada | 13.02.1999 | West Ham United | - | Nottingham Forest | 2:1 | ||||
| 27. Jornada | 27.02.1999 | West Ham United | - | Blackburn Rovers | 2:0 |  |
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| 28. Jornada | 06.03.1999 | Southampton | - | West Ham United | 1:0 | ||||
| 30. Jornada | 20.03.1999 | West Ham United | - | Newcastle United | 2:0 | |
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| 31. Jornada | 02.04.1999 | Aston Villa | - | West Ham United | 0:0 | ||||
| 32. Jornada | 05.04.1999 | West Ham United | - | Charlton Athletic | 0:1 | ||||
| 33. Jornada | 10.04.1999 | Leicester City | - | West Ham United | 0:0 | ||||
| 34. Jornada | 17.04.1999 | West Ham United | - | Derby County | 5:1 | |
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| 36. Jornada | 01.05.1999 | West Ham United | - | Leeds United | 1:5 | |
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| 37. Jornada | 08.05.1999 | Everton | - | West Ham United | 6:0 | ||||
| 38. Jornada | 16.05.1999 | West Ham United | - | Middlesbrough | 4:0 |
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