| League One | 11.03.06 | Tranmere Rovers | - | Chesterfield FC | 4:1 | ||||
| League One | 12.09.06 | Blackpool FC | - | Chesterfield FC | 1:1 | ||||
| League One | 20.01.07 | Chesterfield FC | - | Brighton & Hove Albion | 0:1 |  |
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| League Two | 24.03.08 | Bradford City | - | Chesterfield FC | 1:0 | |
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| League Two | 16.08.08 | Chesterfield FC | - | Bury FC | 1:3 |
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