| 4. Ronde | 29.08.1989 | Wimbledon FC | - | Millwall FC | 2:2 | ||||
| 5. Ronde | 09.09.1989 | Crystal Palace | - | Wimbledon FC | 2:0 | ||||
| 6. Ronde | 16.09.1989 | Wimbledon FC | - | Manchester City | 1:0 | ||||
| 7. Ronde | 23.09.1989 | Luton Town | - | Wimbledon FC | 1:1 | ||||
| 9. Ronde | 14.10.1989 | Wimbledon FC | - | Liverpool FC | 1:2 | ||||
| 10. Ronde | 21.10.1989 | Wimbledon FC | - | Nottingham Forest | 1:3 | ||||
| 11. Ronde | 28.10.1989 | Sheffield Wednesday | - | Wimbledon FC | 0:1 |  |
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| 12. Ronde | 04.11.1989 | Wimbledon FC | - | Queens Park Rangers | 0:0 | ||||
| 13. Ronde | 11.11.1989 | Tottenham Hotspur | - | Wimbledon FC | 0:1 | ||||
| 16. Ronde | 02.12.1989 | Chelsea FC | - | Wimbledon FC | 2:5 | |
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| 17. Ronde | 09.12.1989 | Wimbledon FC | - | Derby County | 1:1 | ||||
| 18. Ronde | 16.12.1989 | Coventry City | - | Wimbledon FC | 2:1 | ||||
| 19. Ronde | 26.12.1989 | Wimbledon FC | - | Charlton Athletic | 3:1 | ||||
| 20. Ronde | 30.12.1989 | Wimbledon FC | - | Manchester United | 2:2 | ||||
| 21. Ronde | 01.01.1990 | Norwich City | - | Wimbledon FC | 0:1 | |
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| 32. Ronde | 31.03.1990 | Nottingham Forest | - | Wimbledon FC | 0:1 | ||||
| 29. Ronde | 03.04.1990 | Liverpool FC | - | Wimbledon FC | 2:1 | |
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| 34. Ronde | 14.04.1990 | Wimbledon FC | - | Norwich City | 1:1 |
Engeland