3. Round | 14/08/1999 | Liverpool FC | - | Watford FC | 0:1 | ||||
5. Round | 23/08/1999 | Leeds United | - | Liverpool FC | 1:2 | ||||
6. Round | 28/08/1999 | Liverpool FC | - | Arsenal FC | 2:0 | ||||
7. Round | 11/09/1999 | Liverpool FC | - | Manchester United | 2:3 | ||||
10. Round | 02/10/1999 | Aston Villa | - | Liverpool FC | 0:0 | ||||
11. Round | 16/10/1999 | Liverpool FC | - | Chelsea FC | 1:0 | ||||
12. Round | 23/10/1999 | Southampton FC | - | Liverpool FC | 1:1 | ||||
2. Round | 27/10/1999 | Liverpool FC | - | West Ham United | 1:0 | ||||
13. Round | 01/11/1999 | Liverpool FC | - | Bradford City | 3:1 | ||||
15. Round | 20/11/1999 | Sunderland AFC | - | Liverpool FC | 0:2 | ||||
16. Round | 27/11/1999 | West Ham United | - | Liverpool FC | 1:0 | ||||
17. Round | 05/12/1999 | Liverpool FC | - | Sheffield Wednesday | 4:1 | ||||
19. Round | 26/12/1999 | Newcastle United | - | Liverpool FC | 2:2 | ||||
27. Round | 04/03/2000 | Manchester United | - | Liverpool FC | 1:1 | ||||
28. Round | 11/03/2000 | Liverpool FC | - | Sunderland AFC | 1:1 | ||||
31. Round | 01/04/2000 | Coventry City | - | Liverpool FC | 0:3 | ||||
37. Round | 07/05/2000 | Liverpool FC | - | Southampton FC | 0:0 |