| Pr. League | 01.02.97 | Wimbledon FC | - | Middlesbrough | 1:1 |  |
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| Pr. League | 24.10.98 | Wimbledon FC | - | Middlesbrough | 2:2 | ||||
| Pr. League | 05.04.99 | Middlesbrough | - | Wimbledon FC | 3:1 |  |
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| Pr. League | 10.08.99 | Wimbledon FC | - | Middlesbrough | 2:3 | ||||
| Pr. League | 27.11.99 | Middlesbrough | - | Wimbledon FC | 0:0 | ||||
| League Cup | 31.10.00 | Wimbledon FC | - | Middlesbrough | 1:0 | ||||
| FA Cup | 06.02.01 | Middlesbrough | - | Wimbledon FC | 0:0 | ||||
| FA Cup | 13.02.01 | Wimbledon FC | - | Middlesbrough | 3:1 pró. | |
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| FA Cup | 08.01.02 | Wimbledon FC | - | Middlesbrough | 0:0 | ||||
| FA Cup | 15.01.02 | Middlesbrough | - | Wimbledon FC | 2:0 | ||||
| Championship | 17.09.02 | Portsmouth FC | - | Wimbledon FC | 4:1 | ||||
| League Cup | 01.10.02 | Portsmouth FC | - | Wimbledon FC | 1:3 | ||||
| Championship | 04.03.03 | Wimbledon FC | - | Portsmouth FC | 2:1 |
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