1. Round | 15/08/1998 | Coventry City | - | Chelsea FC | 2:1 | ||||
2. Round | 22/08/1998 | Nottingham Forest | - | Coventry City | 1:0 | ||||
3. Round | 29/08/1998 | Coventry City | - | West Ham United | 0:0 | ||||
4. Round | 09/09/1998 | Liverpool FC | - | Coventry City | 2:0 | ||||
5. Round | 12/09/1998 | Manchester United | - | Coventry City | 2:0 | ||||
6. Round | 19/09/1998 | Coventry City | - | Newcastle United | 1:5 | ||||
7. Round | 26/09/1998 | Charlton Athletic | - | Coventry City | 1:1 | ||||
11. Round | 31/10/1998 | Coventry City | - | Arsenal FC | 0:1 | ||||
17. Round | 14/12/1998 | Leeds United | - | Coventry City | 2:0 |