1. Ronde | 07.08.1999 | Watford FC | - | Wimbledon FC | 2:3 | ||||
2. Ronde | 10.08.1999 | Wimbledon FC | - | Middlesbrough FC | 2:3 | ||||
3. Ronde | 14.08.1999 | Wimbledon FC | - | Coventry City | 1:1 | ||||
7. Ronde | 11.09.1999 | Wimbledon FC | - | Derby County | 2:2 | ||||
8. Ronde | 18.09.1999 | Manchester United | - | Wimbledon FC | 1:1 | ||||
9. Ronde | 26.09.1999 | Wimbledon FC | - | Tottenham Hotspur | 1:1 | ||||
10. Ronde | 02.10.1999 | Sheffield Wednesday | - | Wimbledon FC | 5:1 | ||||
11. Ronde | 16.10.1999 | Wimbledon FC | - | Bradford City | 3:2 | ||||
12. Ronde | 23.10.1999 | Aston Villa | - | Wimbledon FC | 1:1 | ||||
13. Ronde | 30.10.1999 | Wimbledon FC | - | Southampton FC | 1:1 | ||||
14. Ronde | 07.11.1999 | Wimbledon FC | - | Leeds United | 2:0 | ||||
15. Ronde | 20.11.1999 | Leicester City | - | Wimbledon FC | 2:1 | ||||
17. Ronde | 04.12.1999 | Wimbledon FC | - | Watford FC | 5:0 | ||||
18. Ronde | 18.12.1999 | Arsenal FC | - | Wimbledon FC | 1:1 | ||||
36. Ronde | 30.04.2000 | Bradford City | - | Wimbledon FC | 3:0 | ||||
37. Ronde | 06.05.2000 | Wimbledon FC | - | Aston Villa | 2:2 |