1er tour | 10.08.1999 | Darlington FC | - | Bolton Wanderers | 1:1 | ||||
2e tour | 21.09.1999 | Bolton Wanderers | - | Gillingham FC | 2:0 | ||||
3e tour | 13.10.1999 | Derby County | - | Bolton Wanderers | 1:2 | ||||
Demi-finales | 12.01.2000 | Bolton Wanderers | - | Tranmere Rovers | 0:1 | ||||
Demi-finales | 26.01.2000 | Tranmere Rovers | - | Bolton Wanderers | 3:0 |