11. Round | 31/10/1998 | Coventry City | - | Arsenal FC | 0:1 | ||||
12. Round | 07/11/1998 | Blackburn Rovers | - | Coventry City | 1:2 | ||||
13. Round | 15/11/1998 | Coventry City | - | Everton FC | 3:0 | ||||
14. Round | 21/11/1998 | Middlesbrough FC | - | Coventry City | 2:0 | ||||
15. Round | 28/11/1998 | Coventry City | - | Leicester City | 1:1 | ||||
17. Round | 14/12/1998 | Leeds United | - | Coventry City | 2:0 | ||||
24. Round | 06/02/1999 | Tottenham Hotspur | - | Coventry City | 0:0 | ||||
25. Round | 17/02/1999 | Newcastle United | - | Coventry City | 4:1 | ||||
29. Round | 13/03/1999 | Coventry City | - | Blackburn Rovers | 1:1 | ||||
34. Round | 17/04/1999 | Coventry City | - | Middlesbrough FC | 1:2 | ||||
35. Round | 24/04/1999 | Leicester City | - | Coventry City | 1:0 |