2. Round | 22/08/1998 | Tottenham Hotspur | - | Sheffield Wednesday | 0:3 | ||||
3. Round | 29/08/1998 | Sheffield Wednesday | - | Aston Villa | 0:1 | ||||
4. Round | 09/09/1998 | Derby County | - | Sheffield Wednesday | 1:0 | ||||
5. Round | 12/09/1998 | Sheffield Wednesday | - | Blackburn Rovers | 3:0 | ||||
8. Round | 03/10/1998 | Middlesbrough FC | - | Sheffield Wednesday | 4:0 |