| 1. Round | 16/08/2003 | Blackburn Rovers | - | Wolverhampton Wanderers | 5:1 |  |
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| 2. Round | 23/08/2003 | Wolverhampton Wanderers | - | Charlton Athletic | 0:4 | ||||
| 3. Round | 27/08/2003 | Manchester United | - | Wolverhampton Wanderers | 1:0 | |
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| 4. Round | 30/08/2003 | Wolverhampton Wanderers | - | Portsmouth FC | 0:0 | ||||
| 5. Round | 13/09/2003 | Southampton FC | - | Wolverhampton Wanderers | 2:0 | ||||
| 8. Round | 04/10/2003 | Wolverhampton Wanderers | - | Manchester City | 1:0 | ||||
| 9. Round | 18/10/2003 | Fulham FC | - | Wolverhampton Wanderers | 0:0 | ||||
| 10. Round | 25/10/2003 | Wolverhampton Wanderers | - | Leicester City | 4:3 | ||||
| 13. Round | 22/11/2003 | Everton FC | - | Wolverhampton Wanderers | 2:0 | |
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| 14. Round | 29/11/2003 | Wolverhampton Wanderers | - | Newcastle United | 1:1 |  |
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| 15. Round | 06/12/2003 | Tottenham Hotspur | - | Wolverhampton Wanderers | 5:2 | ||||
| 20. Round | 07/01/2004 | Wolverhampton Wanderers | - | Blackburn Rovers | 2:2 | ||||
| 21. Round | 10/01/2004 | Charlton Athletic | - | Wolverhampton Wanderers | 2:0 |
Wales