1er tour | 10.08.1999 | Darlington FC | - | Bolton Wanderers | 1:1 | ||||
1er tour | 24.08.1999 | Bolton Wanderers | - | Darlington FC | 5:3 | ||||
2e tour | 21.09.1999 | Bolton Wanderers | - | Gillingham FC | 2:0 | ||||
Quarts de finale | 14.12.1999 | Bolton Wanderers | - | Wimbledon FC | 2:1 |