Head to Head
| England Isthmian Premier Division | 2025/01/01 15:00 | Cray Wanderers v Dulwich | L | 1-0 |
| England Ryman Premier Division | 2024/08/26 14:00 | Dulwich v Cray Wanderers | W | 2-1 |
| England Ryman Premier Division | 2024/04/27 14:00 | Dulwich v Cray Wanderers | L | 2-6 |
| England Isthmian Premier Division | 2023/11/25 15:00 | Cray Wanderers v Dulwich | D | 1-1 |
Home History
| England Isthmian Premier Division | 2025/09/27 14:00 | Dulwich v Brentwood Town | L | 1-2 |
| England Isthmian Premier Division | 2025/09/20 14:00 | Cheshunt v Dulwich | D | 1-1 |
| England Isthmian Premier Division | 2025/09/06 14:00 | Dulwich v Welling | W | 3-1 |
| England FA Cup Qualification | 2025/08/30 14:00 | Dulwich v Whitstable | L | 2-3 |
| England Isthmian Premier Division | 2025/08/25 14:00 | Whitehawk v Dulwich | L | 1-0 |
| England Isthmian Premier Division | 2025/08/23 14:00 | Dulwich v Canvey Island | W | 2-0 |
| England Isthmian Premier Division | 2025/08/16 14:00 | Ramsgate v Dulwich | W | 0-2 |
| England Isthmian Premier Division | 2025/08/12 18:45 | Wingate & Finchley v Dulwich | W | 0-1 |
Away History
| England Isthmian Premier Division | 2025/09/27 14:00 | Ramsgate v Cray Wanderers | D | 1-1 |
| England Isthmian Premier Division | 2025/09/20 14:00 | Cray Wanderers v Hashtag United | W | 4-3 |
| England Isthmian Premier Division | 2025/09/13 14:00 | Carshalton Ath v Cray Wanderers | D | 2-2 |
| England Isthmian Premier Division | 2025/09/06 14:00 | Lewes v Cray Wanderers | D | 2-2 |
| England FA Cup Qualification | 2025/09/02 18:45 | Hanwell Town v Cray Wanderers | L | 1-0 |
| England FA Cup Qualification | 2025/08/30 14:00 | Cray Wanderers v Hanwell Town | D | 2-2 |
| England Isthmian Premier Division | 2025/08/25 14:00 | Cray Wanderers v Brentwood Town | L | 1-5 |
| England Isthmian Premier Division | 2025/08/23 14:00 | Billericay Town v Cray Wanderers | W | 0-1 |
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