| 1. Runde | 11.08.1998 | Barnet FC | - | Wolverhampton Wanderers | 2:1 |  |
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| 1. Runde | 19.08.1998 | Wolverhampton Wanderers | - | Barnet FC | 5:0 | ||||
| 2. Runde | 15.09.1998 | AFC Bournemouth | - | Wolverhampton Wanderers | 1:1 |  |
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| 2. Runde | 22.09.1998 | Wolverhampton Wanderers | - | AFC Bournemouth | 1:2 | |
England