| Australia NSW League 1 U20 | 2023/04/22 07:00 | Macarthur Rams U20 v Dulwich Hill U20 | W | 0-1 |
| Australia NSW League 1 U20 | 2023/04/15 07:00 | Dulwich Hill U20 v Rydalmere Lions FC U20 | L | 1-2 |
| Australia NSW League 1 U20 | 2023/04/08 07:00 | Hills United FC U20 v Dulwich Hill U20 | D | 1-1 |
| Australia NSW League 1 U20 | 2023/04/01 06:00 | Dulwich Hill U20 v Inter Lions U20 | W | 3-1 |
| Australia NSW League 1 U20 | 2023/03/25 06:00 | Bankstown City Lions U20 v Dulwich Hill U20 | L | 2-1 |
| Australia NSW League 1 U20 | 2023/03/18 06:20 | Dulwich Hill U20 v Mounties Wanderers U20 | W | 3-1 |
| Australia NSW League 1 U20 | 2023/03/11 06:47 | Dulwich Hill U20 v Canterbury Bankstown FC U20 | D | 1-1 |
| Australia NSW League 1 U20 | 2023/03/04 07:00 | Northern Tigers U20 v Dulwich Hill U20 | W | 0-5 |
| Australia NSW League 1 U20 | 2023/04/22 07:00 | SD Raiders U20 v Mounties Wanderers U20 | W | 1-0 |
| Australia NSW League 1 U20 | 2023/04/08 07:00 | Bankstown City Lions U20 v SD Raiders U20 | W | 0-2 |
| Australia NSW League 1 U20 | 2023/04/02 07:00 | Canterbury Bankstown FC U20 v SD Raiders U20 | W | 2-3 |
| Australia NSW League 1 U20 | 2023/03/25 06:00 | SD Raiders U20 v Hakoah Sydney City East U20 | W | 1-0 |
| Australia NSW League 1 U20 | 2023/03/11 06:48 | Inter Lions U20 v SD Raiders U20 | W | 2-4 |
| Australia NSW League 1 U20 | 2023/03/04 06:48 | SD Raiders U20 v Macarthur Rams U20 | W | 4-0 |
| Australia NSW League 1 U20 | 2023/02/25 06:00 | Hills United FC U20 v SD Raiders U20 | L | 2-1 |
| Australia NSW League 1 U20 | 2022/08/06 07:48 | Hakoah Sydney City East U20 v SD Raiders U20 | L | 4-3 |