| Ausztrál NSW League 1 - U20 | 2023/05/13 05:00 | Hakoah Sydney City East - U20 v Dulwich Hill - U20 | L | 1-0 |
| Ausztrál NSW League 1 - U20 | 2023/08/19 07:00 | St George Saints - U20 v Dulwich Hill - U20 | L | 4-3 |
| Ausztrál NSW League 1 - U20 | 2023/08/05 07:00 | Dulwich Hill - U20 v Macarthur Rams - U20 | W | 7-1 |
| Ausztrál NSW League 1 - U20 | 2023/07/29 07:00 | Rydalmere Lions FC - U20 v Dulwich Hill - U20 | W | 0-4 |
| Ausztrál NSW League 1 - U20 | 2023/07/22 07:00 | Dulwich Hill - U20 v Hills United FC - U20 | L | 1-2 |
| Ausztrál NSW League 1 - U20 | 2023/07/15 07:00 | Inter Lions - U20 v Dulwich Hill - U20 | W | 1-3 |
| Ausztrál NSW League 1 - U20 | 2023/07/08 07:00 | Dulwich Hill - U20 v Bankstown City Lions - U20 | W | 2-1 |
| Ausztrál NSW League 1 - U20 | 2023/07/02 03:00 | Mounties Wanderers - U20 v Dulwich Hill - U20 | D | 2-2 |
| Ausztrál NSW League 1 - U20 | 2023/06/24 07:00 | Canterbury Bankstown FC - U20 v Dulwich Hill - U20 | D | 1-1 |
| Ausztrál NSW League 1 - U20 | 2023/08/19 05:00 | Hakoah Sydney City East - U20 v Hills United FC - U20 | L | 2-3 |
| Ausztrál NSW League 1 - U20 | 2023/08/05 07:00 | Dunbar Rovers FC - U20 v Hakoah Sydney City East - U20 | L | 4-0 |
| Ausztrál NSW League 1 - U20 | 2023/07/29 05:00 | Hakoah Sydney City East - U20 v Northern Tigers U20 | D | 1-1 |
| Ausztrál NSW League 1 - U20 | 2023/07/22 07:00 | Blacktown Spartans - U20 v Hakoah Sydney City East - U20 | W | 1-5 |
| Ausztrál NSW League 1 - U20 | 2023/07/15 05:00 | Hakoah Sydney City East - U20 v Central Coast United FC - U20 | W | 2-1 |
| Ausztrál NSW League 1 - U20 | 2023/07/08 05:00 | Hakoah Sydney City East - U20 v SD Raiders - U20 | W | 2-1 |
| Ausztrál NSW League 1 - U20 | 2023/07/01 07:00 | Inter Lions - U20 v Hakoah Sydney City East - U20 | L | 1-0 |
| Ausztrál NSW League 1 - U20 | 2023/06/24 05:00 | Hakoah Sydney City East - U20 v Bankstown City Lions - U20 | W | 7-1 |