| England FA Trophy | 2017/01/14 15:00 | Whitehawk v Dulwich | L | 1-4 |
| England FA Cup Qualification | 2015/09/26 14:00 | Whitehawk v Dulwich | W | 4-2 |
| England Isthmian Premier Division | 2023/09/09 14:00 | Canvey Island v Whitehawk | W | 1-2 |
| England FA Cup Qualification | 2023/09/05 18:45 | Whitehawk v Sevenoaks Town | W | 2-1 |
| England FA Cup Qualification | 2023/09/02 14:00 | Sevenoaks Town v Whitehawk | D | 0-0 |
| England Isthmian Premier Division | 2023/08/28 14:00 | Whitehawk v Horsham | W | 3-1 |
| England Isthmian Premier Division | 2023/08/26 14:00 | Billericay Town v Whitehawk | W | 1-3 |
| England Isthmian Premier Division | 2023/08/19 14:00 | Whitehawk v Wingate & Finchley | D | 3-3 |
| England Isthmian Premier Division | 2023/08/15 18:45 | Whitehawk v Hastings Utd | D | 0-0 |
| England Isthmian Premier Division | 2023/08/12 14:00 | Margate v Whitehawk | L | 2-1 |
| England FA Cup Qualification | 2023/09/05 18:45 | Haringey Borough v Dulwich | L | 2-1 |
| England FA Cup Qualification | 2023/09/02 14:00 | Dulwich v Haringey Borough | D | 1-1 |
| England Isthmian Premier Division | 2023/08/28 14:00 | Dulwich v Chatham Town | L | 2-5 |
| England Isthmian Premier Division | 2023/08/26 14:00 | Horsham v Dulwich | L | 3-2 |
| England Isthmian Premier Division | 2023/08/19 14:00 | Dulwich v Hastings Utd | L | 1-2 |
| England Isthmian Premier Division | 2023/08/15 18:45 | Dulwich v Canvey Island | W | 4-1 |
| England Isthmian Premier Division | 2023/08/12 14:00 | Hashtag United v Dulwich | D | 2-2 |
| Club Friendly List | 2023/08/05 14:00 | Cray Valley Paper Mills v Dulwich | W | 2-3 |