1. Round | 07/08/1999 | Middlesbrough FC | - | Bradford City | 0:1 | ||||
3. Round | 14/08/1999 | Bradford City | - | Sheffield Wednesday | 1:1 | ||||
4. Round | 21/08/1999 | Watford FC | - | Bradford City | 1:0 | ||||
5. Round | 25/08/1999 | Arsenal FC | - | Bradford City | 2:0 | ||||
6. Round | 28/08/1999 | Bradford City | - | West Ham United | 0:3 | ||||
7. Round | 12/09/1999 | Bradford City | - | Tottenham Hotspur | 1:1 | ||||
8. Round | 18/09/1999 | Aston Villa | - | Bradford City | 1:0 | ||||
9. Round | 25/09/1999 | Derby County | - | Bradford City | 0:1 | ||||
16. Round | 28/11/1999 | Chelsea FC | - | Bradford City | 1:0 | ||||
23. Round | 22/01/2000 | Bradford City | - | Watford FC | 3:2 | ||||
24. Round | 05/02/2000 | Bradford City | - | Arsenal FC | 2:1 | ||||
25. Round | 12/02/2000 | West Ham United | - | Bradford City | 5:4 | ||||
26. Round | 26/02/2000 | Bradford City | - | Aston Villa | 1:1 | ||||
27. Round | 04/03/2000 | Tottenham Hotspur | - | Bradford City | 1:1 | ||||
28. Round | 12/03/2000 | Bradford City | - | Leeds United | 1:2 | ||||
29. Round | 18/03/2000 | Coventry City | - | Bradford City | 4:0 |