| Nat. League | 04/08/18 | Ebbsfleet United | - | Chesterfield FC | 0:1 | ||||
| Nat. League | 05/01/19 | Chesterfield FC | - | Ebbsfleet United | 3:3 | ||||
| Nat. League | 26/01/21 | Boreham Wood | - | Chesterfield FC | 0:0 | ||||
| Nat. League | 13/04/21 | Chesterfield FC | - | Boreham Wood | 0:0 |  |
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| Nat. League | 04/09/21 | Chesterfield FC | - | Bromley FC | 2:2 | ||||
| Nat. League | 30/04/22 | Bromley FC | - | Chesterfield FC | 4:2 |  |
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| Nat. League | 22/10/22 | Chesterfield FC | - | Bromley FC | 3:2 | ||||
| Nat. League | 22/04/23 | Bromley FC | - | Chesterfield FC | 2:0 | ||||
| Playoffs | 07/05/23 | Chesterfield FC | - | Bromley FC | 3:2 aet | ||||
| Nat. League | 03/10/23 | Chesterfield FC | - | Bromley FC | 2:0 | ||||
| Nat. League | 17/02/24 | Bromley FC | - | Chesterfield FC | 4:3 | ||||
| League Two | 01/10/24 | Bromley FC | - | Chesterfield FC | 2:2 | ||||
| League Two | 28/01/25 | Chesterfield FC | - | Bromley FC | 3:0 |
England