| Primera etapa | 11.08.1998 | Bolton Wanderers | - | Hartlepool United | 1:0 | ||||
| Segunda etapa | 15.09.1998 | Bolton Wanderers | - | Hull City | 3:1 | ||||
| Segunda etapa | 22.09.1998 | Hull City | - | Bolton Wanderers | 2:3 |  |
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| Tercera ronda | 27.10.1998 | Norwich City | - | Bolton Wanderers | 1:3 pn. | ||||
| Octavos de final | 10.11.1998 | Bolton Wanderers | - | Wimbledon FC | 1:2 |
Dinamarca