9. Round | 25/09/1999 | Leeds United | - | Newcastle United | 3:2 | ||||
10. Round | 03/10/1999 | Watford FC | - | Leeds United | 1:2 | ||||
21. Round | 03/01/2000 | Leeds United | - | Aston Villa | 1:2 | ||||
25. Round | 12/02/2000 | Leeds United | - | Tottenham Hotspur | 1:0 | ||||
26. Round | 26/02/2000 | Middlesbrough FC | - | Leeds United | 0:0 | ||||
27. Round | 05/03/2000 | Leeds United | - | Coventry City | 3:0 | ||||
28. Round | 12/03/2000 | Bradford City | - | Leeds United | 1:2 | ||||
29. Round | 19/03/2000 | Leeds United | - | Wimbledon FC | 4:1 | ||||
30. Round | 26/03/2000 | Leicester City | - | Leeds United | 2:1 | ||||
33. Round | 16/04/2000 | Leeds United | - | Arsenal FC | 0:4 | ||||
34. Round | 23/04/2000 | Newcastle United | - | Leeds United | 2:2 | ||||
36. Round | 30/04/2000 | Sheffield Wednesday | - | Leeds United | 0:3 | ||||
37. Round | 08/05/2000 | Leeds United | - | Everton FC | 1:1 |