| 1. Ronde | 07.08.1999 | Arsenal FC | - | Leicester City | 2:1 | ||||
| 12. Ronde | 23.10.1999 | Bradford City | - | Leicester City | 3:1 | ||||
| 14. Ronde | 06.11.1999 | Manchester United | - | Leicester City | 2:0 | ||||
| 15. Ronde | 20.11.1999 | Leicester City | - | Wimbledon FC | 2:1 | ||||
| 18. Ronde | 18.12.1999 | Leicester City | - | Derby County | 0:1 | ||||
| 21. Ronde | 03.01.2000 | Everton FC | - | Leicester City | 2:2 | ||||
| 24. Ronde | 05.02.2000 | Leicester City | - | Middlesbrough FC | 2:1 | ||||
| 25. Ronde | 12.02.2000 | Watford FC | - | Leicester City | 1:1 |  |
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| 36. Ronde | 29.04.2000 | Southampton FC | - | Leicester City | 1:2 | ||||
| 37. Ronde | 06.05.2000 | Leicester City | - | Bradford City | 3:0 | ||||
| 38. Ronde | 14.05.2000 | Sheffield Wednesday | - | Leicester City | 4:0 |
Engeland