| Pr. League | 27.11.99 | Middlesbrough FC | - | Wimbledon FC | 0:0 | ||||
| League Cup | 31.10.00 | Wimbledon FC | - | Middlesbrough FC | 1:0 | ||||
| FA Cup | 06.02.01 | Middlesbrough FC | - | Wimbledon FC | 0:0 | ||||
| FA Cup | 13.02.01 | Wimbledon FC | - | Middlesbrough FC | 3:1 n.v. | ||||
| FA Cup | 08.01.02 | Wimbledon FC | - | Middlesbrough FC | 0:0 | ||||
| FA Cup | 15.01.02 | Middlesbrough FC | - | Wimbledon FC | 2:0 |
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