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 | ||||
8. Round | 03/10/1998 | Coventry City | - | Aston Villa | 1:2 | ||||
21. Round | 09/01/1999 | Coventry City | - | Nottingham Forest | 4:0 | ||||
30. Round | 20/03/1999 | Arsenal FC | - | Coventry City | 2:0 | ||||
35. Round | 24/04/1999 | Leicester City | - | Coventry City | 1:0 |