| 29. Round | 13/03/1999 | Tottenham Hotspur | - | Aston Villa | 1:0 |  |
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| 30. Round | 21/03/1999 | Aston Villa | - | Chelsea FC | 0:3 | ||||
| 31. Round | 02/04/1999 | Aston Villa | - | West Ham United | 0:0 | ||||
| 32. Round | 06/04/1999 | Leicester City | - | Aston Villa | 2:2 | ||||
| 33. Round | 10/04/1999 | Aston Villa | - | Southampton FC | 3:0 | ||||
| 34. Round | 17/04/1999 | Liverpool FC | - | Aston Villa | 0:1 | ||||
| 35. Round | 24/04/1999 | Aston Villa | - | Nottingham Forest | 2:0 | ||||
| 36. Round | 01/05/1999 | Manchester United | - | Aston Villa | 2:1 | ||||
| 37. Round | 08/05/1999 | Aston Villa | - | Charlton Athletic | 3:4 | ||||
| 38. Round | 16/05/1999 | Arsenal FC | - | Aston Villa | 1:0 |
England
