| 1er tour | 11.08.1998 | Bolton Wanderers | - | Hartlepool United | 1:0 |  |
|||
| 1er tour | 25.08.1998 | Hartlepool United | - | Bolton Wanderers | 0:3 | ||||
| 2e tour | 15.09.1998 | Bolton Wanderers | - | Hull City | 3:1 | ||||
| 2e tour | 22.09.1998 | Hull City | - | Bolton Wanderers | 2:3 | ||||
| 3e tour | 27.10.1998 | Norwich City | - | Bolton Wanderers | 1:3 tab | ||||
| tour des 16 | 10.11.1998 | Bolton Wanderers | - | Wimbledon FC | 1:2 |
Angleterre