| League Cup | 12.08.03 | Macclesfield Town | - | Sheffield United | 1:2 |  |
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| League Two | 06.10.07 | Chesterfield FC | - | Macclesfield Town | 2:2 | ||||
| League Two | 12.12.08 | Chesterfield FC | - | Macclesfield Town | 2:4 | ||||
| League Two | 04.04.09 | Macclesfield Town | - | Chesterfield FC | 1:1 | ||||
| League Two | 19.09.09 | Chesterfield FC | - | Macclesfield Town | 4:1 | |
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| League Two | 17.04.10 | Macclesfield Town | - | Chesterfield FC | 2:0 | ||||
| League Two | 28.08.10 | Macclesfield Town | - | Chesterfield FC | 1:1 | ||||
| League Two | 16.04.11 | Chesterfield FC | - | Macclesfield Town | 2:1 |  |
England