| FA Cup | 02.01.99 | Coventry City | - | Macclesfield Town | 7:0 |  |
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| League Cup | 19.09.00 | Middlesbrough FC | - | Macclesfield Town | 2:1 | |
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| League Cup | 26.09.00 | Macclesfield Town | - | Middlesbrough FC | 1:3 | ||||
| League Two | 04.09.05 | Macclesfield Town | - | Boston United | 2:2 | |
Angleterre