| Australia NSW League 1 U20 | 2025/05/17 07:00 | SD Raiders U20 v Dulwich Hill U20 | L | 4-0 |
| Australia NSW League 1 U20 | 2024/06/15 07:00 | SD Raiders U20 v Dulwich Hill U20 | L | 3-0 |
| Australia NSW League 1 U20 | 2023/04/29 07:00 | Dulwich Hill U20 v SD Raiders U20 | W | 3-0 |
| Australia NSW League 1 U20 | 2025/08/16 09:00 | Dulwich Hill U20 v Northern Tigers U20 | L | 0-6 |
| Australia NSW League 1 U20 | 2025/08/09 07:00 | Hills United FC U20 v Dulwich Hill U20 | L | 3-0 |
| Australia NSW League 1 U20 | 2025/08/02 09:00 | Dulwich Hill U20 v Bull FC Academy U20 | L | 0-2 |
| Australia NSW League 1 U20 | 2025/07/26 09:00 | Canterbury Bankstown FC U20 v Dulwich Hill U20 | L | 5-3 |
| Australia NSW League 1 U20 | 2025/07/19 09:00 | Dulwich Hill U20 v Macarthur Rams U20 | D | 1-1 |
| Australia NSW League 1 U20 | 2025/07/12 07:00 | Bonnyrigg White Eagles U20 v Dulwich Hill U20 | W | 0-3 |
| Australia NSW League 1 U20 | 2025/07/05 07:00 | Mounties Wanderers U20 v Dulwich Hill U20 | D | 1-1 |
| Australia NSW League 1 U20 | 2025/06/28 09:16 | Dulwich Hill U20 v Rydalmere Lions FC U20 | L | 2-5 |
| Australia NSW League 1 U20 | 2025/08/02 09:00 | SD Raiders U20 v Mounties Wanderers U20 | W | 1-0 |
| Australia NSW League 1 U20 | 2025/07/26 07:00 | Inter Lions U20 v SD Raiders U20 | W | 1-3 |
| Australia NSW League 1 U20 | 2025/07/19 09:14 | SD Raiders U20 v Northern Tigers U20 | L | 0-5 |
| Australia NSW League 1 U20 | 2025/07/12 09:00 | Canterbury Bankstown FC U20 v SD Raiders U20 | L | 2-1 |
| Australia NSW League 1 U20 | 2025/07/05 09:00 | SD Raiders U20 v Bonnyrigg White Eagles U20 | W | 4-1 |
| Australia NSW League 1 U20 | 2025/06/28 05:00 | University NSW U20 v SD Raiders U20 | L | 3-2 |
| Australia NSW League 1 U20 | 2025/06/21 07:00 | SD Raiders U20 v Hills United FC U20 | W | 2-1 |
| Australia NSW League 1 U20 | 2025/06/14 09:22 | Rydalmere Lions FC U20 v SD Raiders U20 | W | 0-3 |