| League Two | 13.09.08 | Dagenham & Redbridge | - | Chesterfield FC | 3:0 |  |
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| League Two | 14.02.09 | Shrewsbury Town | - | Chesterfield FC | 2:1 | ||||
| League Two | 11.04.09 | Chesterfield FC | - | Darlington FC | 0:0 | ||||
| League Two | 08.08.09 | Torquay United | - | Chesterfield FC | 2:0 | ||||
| League Two | 05.03.11 | Cheltenham Town | - | Chesterfield FC | 0:3 |
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