Home History
| England - FA Trophy | 2023/11/18 15:00 | Weston Super Mare v Cray Wanderers | L | 4-1 |
| England - Isthmian Premier Division | 2023/11/11 15:00 | Cray Wanderers v Carshalton Ath | W | 1-0 |
| England - Isthmian Premier Division | 2023/11/04 15:00 | Wingate & Finchley v Cray Wanderers | W | 1-3 |
| England - FA Trophy | 2023/10/28 14:00 | Cray Wanderers v Chesham | W | 8-6 |
| England - Isthmian Premier Division | 2023/10/24 18:45 | Canvey Island v Cray Wanderers | L | 2-1 |
| England - Isthmian Premier Division | 2023/10/21 14:00 | Potters Bar Town v Cray Wanderers | D | 1-1 |
| England - Isthmian Premier Division | 2023/10/15 14:00 | Cray Wanderers v AFC Hornchurch | L | 1-4 |
| England - FA Trophy | 2023/10/07 14:00 | Needham Market v Cray Wanderers | W | 0-1 |
Away History
| England - Isthmian Premier Division | 2023/11/18 15:00 | Dulwich v Folkestone Invicta | W | 3-1 |
| England - Isthmian Premier Division | 2023/11/11 15:00 | Dulwich v Margate | D | 2-2 |
| England - Isthmian Premier Division | 2023/11/04 15:00 | Haringey Borough v Dulwich | D | 1-1 |
| England - FA Trophy | 2023/10/28 14:00 | Dulwich v Lewes | L | 0-2 |
| England - Isthmian Premier Division | 2023/10/24 18:45 | Wingate & Finchley v Dulwich | W | 2-3 |
| England - Isthmian Premier Division | 2023/10/21 14:00 | Whitehawk v Dulwich | D | 1-1 |
| England - Isthmian Premier Division | 2023/10/14 14:00 | Dulwich v Kingstonian | W | 3-2 |
| England - Isthmian Premier Division | 2023/10/10 18:45 | Billericay Town v Dulwich | L | 3-0 |