1. Round | 10/08/1998 | Bolton Wanderers | - | Hartlepool United | 1:0 | ||||
1. Round | 24/08/1998 | Hartlepool United | - | Bolton Wanderers | 0:3 | ||||
2. Round | 14/09/1998 | Bolton Wanderers | - | Hull City | 3:1 | ||||
2. Round | 21/09/1998 | Hull City | - | Bolton Wanderers | 2:3 | ||||
Round of 16 | 09/11/1998 | Bolton Wanderers | - | Wimbledon FC | 1:2 |