2. Round | 11/08/1999 | Southampton FC | - | Leeds United | 0:3 | ||||
3. Round | 14/08/1999 | Manchester United | - | Leeds United | 2:0 | ||||
6. Round | 28/08/1999 | Tottenham Hotspur | - | Leeds United | 1:2 | ||||
7. Round | 11/09/1999 | Coventry City | - | Leeds United | 3:4 | ||||
14. Round | 07/11/1999 | Wimbledon FC | - | Leeds United | 2:0 | ||||
21. Round | 03/01/2000 | Leeds United | - | Aston Villa | 1:2 | ||||
23. Round | 23/01/2000 | Sunderland AFC | - | Leeds United | 1:2 | ||||
24. Round | 05/02/2000 | Liverpool FC | - | Leeds United | 3:1 | ||||
25. Round | 12/02/2000 | Leeds United | - | Tottenham Hotspur | 1:0 | ||||
34. Round | 23/04/2000 | Newcastle United | - | Leeds United | 2:2 | ||||
36. Round | 30/04/2000 | Sheffield Wednesday | - | Leeds United | 0:3 | ||||
35. Round | 03/05/2000 | Leeds United | - | Watford FC | 3:1 | ||||
37. Round | 08/05/2000 | Leeds United | - | Everton FC | 1:1 |