| 31. Round | 03/04/1999 | Charlton Athletic | - | Chelsea FC | 0:1 |  |
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| 32. Round | 05/04/1999 | West Ham United | - | Charlton Athletic | 0:1 |  |
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| 33. Round | 10/04/1999 | Middlesbrough FC | - | Charlton Athletic | 2:0 | ||||
| 34. Round | 17/04/1999 | Charlton Athletic | - | Leeds United | 1:1 | |
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| 30. Round | 20/04/1999 | Charlton Athletic | - | Tottenham Hotspur | 1:4 | ||||
| 35. Round | 24/04/1999 | Everton FC | - | Charlton Athletic | 4:1 | |
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| 36. Round | 01/05/1999 | Charlton Athletic | - | Blackburn Rovers | 0:0 | ||||
| 37. Round | 08/05/1999 | Aston Villa | - | Charlton Athletic | 3:4 | ||||
| 38. Round | 16/05/1999 | Charlton Athletic | - | Sheffield Wednesday | 0:1 |
England