| League One | 03/10/15 | Crewe Alexandra | - | Chesterfield FC | 1:2 | ||||
| League One | 16/01/16 | Wigan Athletic | - | Chesterfield FC | 3:1 | ||||
| League One | 12/03/16 | Chesterfield FC | - | Walsall FC | 1:4 |  |
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| League One | 18/10/16 | Chesterfield FC | - | Fleetwood Town | 0:1 | ||||
| League One | 14/04/17 | Chesterfield FC | - | Southend United | 0:4 | ||||
| League Cup | 08/08/17 | Sheffield Wednesday | - | Chesterfield FC | 4:1 | |
England