| 1. Runde | 11.08.1998 | Bolton Wanderers | - | Hartlepool United | 1:0 | ||||
| 1. Runde | 25.08.1998 | Hartlepool United | - | Bolton Wanderers | 0:3 |  |
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| 2. Runde | 22.09.1998 | Hull City | - | Bolton Wanderers | 2:3 | |
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| Achtelfinale | 10.11.1998 | Bolton Wanderers | - | Wimbledon FC | 1:2 |
England