1. Round | 07/08/1999 | Arsenal FC | - | Leicester City | 2:1 | ||||
12. Round | 23/10/1999 | Bradford City | - | Leicester City | 3:1 | ||||
14. Round | 06/11/1999 | Manchester United | - | Leicester City | 2:0 | ||||
15. Round | 20/11/1999 | Leicester City | - | Wimbledon FC | 2:1 | ||||
18. Round | 18/12/1999 | Leicester City | - | Derby County | 0:1 | ||||
21. Round | 03/01/2000 | Everton FC | - | Leicester City | 2:2 | ||||
24. Round | 05/02/2000 | Leicester City | - | Middlesbrough FC | 2:1 | ||||
25. Round | 12/02/2000 | Watford FC | - | Leicester City | 1:1 | ||||
36. Round | 29/04/2000 | Southampton FC | - | Leicester City | 1:2 | ||||
37. Round | 06/05/2000 | Leicester City | - | Bradford City | 3:0 | ||||
38. Round | 14/05/2000 | Sheffield Wednesday | - | Leicester City | 4:0 |