1. Round | 10/08/1998 | Sheffield United | - | Darlington FC | 3:1 | ||||
1. Round | 17/08/1998 | Darlington FC | - | Sheffield United | 2:2 aet | ||||
2. Round | 14/09/1998 | Sheffield United | - | Grimsby Town | 2:1 | ||||
2. Round | 21/09/1998 | Grimsby Town | - | Sheffield United | 2:0 aet |