| FA Cup | 06/01/15 | Scunthorpe United | - | Chesterfield FC | 2:2 | ||||
| FA Cup | 13/01/15 | Chesterfield FC | - | Scunthorpe United | 2:0 aet |  |
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| League One | 17/02/15 | Scunthorpe United | - | Chesterfield FC | 2:0 | ||||
| Nat. League | 24/11/18 | Eastleigh FC | - | Chesterfield FC | 1:1 | ||||
| Nat. League | 09/03/19 | Chesterfield FC | - | Eastleigh FC | 2:3 |  |
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| Nat. League | 05/10/19 | Chesterfield FC | - | Eastleigh FC | 1:2 | |
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| Nat. League | 18/01/20 | Eastleigh FC | - | Chesterfield FC | 0:2 | ||||
| Nat. League | 02/03/21 | Chesterfield FC | - | Eastleigh FC | 1:0 | ||||
| Nat. League | 02/04/21 | Eastleigh FC | - | Chesterfield FC | 0:1 | |
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| Nat. League | 26/10/21 | Chesterfield FC | - | Eastleigh FC | 1:0 | ||||
| Nat. League | 29/01/22 | Eastleigh FC | - | Chesterfield FC | 0:1 | ||||
| Nat. League | 26/12/22 | Scunthorpe United | - | Chesterfield FC | 1:2 | ||||
| Nat. League | 01/01/23 | Chesterfield FC | - | Scunthorpe United | 4:1 |
England