| 1. Ronde | 08.08.1998 | Wolverhampton Wanderers | - | Tranmere Rovers | 2:0 | ||||
| 2. Ronde | 15.08.1998 | Oxford United | - | Wolverhampton Wanderers | 0:2 |  |
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| 3. Ronde | 22.08.1998 | Wolverhampton Wanderers | - | Swindon Town | 1:0 | |
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| 4. Ronde | 28.08.1998 | Watford FC | - | Wolverhampton Wanderers | 0:2 | ||||
| 5. Ronde | 31.08.1998 | Wolverhampton Wanderers | - | Stockport County | 2:2 | ||||
| 7. Ronde | 08.09.1998 | Port Vale FC | - | Wolverhampton Wanderers | 2:1 | ||||
| 8. Ronde | 12.09.1998 | Wolverhampton Wanderers | - | Sunderland AFC | 1:1 | ||||
| 9. Ronde | 19.09.1998 | Huddersfield Town | - | Wolverhampton Wanderers | 2:1 |
Engeland