| Australia NSW Premier League 2 U20 | 2021/03/06 06:07 | Hills United FC U20 v SD Raiders U20 | D | 2-2 |
| Australia NSW Premier League 2 U20 | 2021/05/15 07:27 | Blacktown Spartans U20 v SD Raiders U20 | D | 1-1 |
| Australia NSW Premier League 2 U20 | 2021/05/08 06:44 | SD Raiders U20 v NWS Spirit FC U20 | L | 0-1 |
| Australia NSW Premier League 2 U20 | 2021/05/01 07:29 | Mounties Wanderers U20 v SD Raiders U20 | W | 1-2 |
| Australia NSW Premier League 2 U20 | 2021/04/17 07:18 | St George Saints U20 v SD Raiders U20 | L | 5-2 |
| Australia NSW Premier League 2 U20 | 2021/04/10 07:51 | Northern Tigers U20 v SD Raiders U20 | W | 2-3 |
| Australia NSW Premier League 2 U20 | 2021/04/03 05:43 | SD Raiders U20 v Hakoah Sydney City East U20 | D | 2-2 |
| Australia NSW Premier League 2 U20 | 2021/03/31 07:00 | SD Raiders U20 v St George City FA U20 | W | 4-3 |
| Australia NSW Premier League 2 U20 | 2021/03/31 07:00 | SD Raiders U20 v St George Saints U20 | W | 4-3 |
| Australia NSW Premier League 2 U20 | 2021/05/15 07:29 | Hills United FC U20 v St George City FA U20 | L | 1-4 |
| Australia NSW Premier League 2 U20 | 2021/05/15 07:00 | Hills United FC U20 v St George Saints U20 | L | 1-4 |
| Australia NSW Premier League 2 U20 | 2021/05/08 07:00 | Hills United FC U20 v Northern Tigers U20 | L | 1-2 |
| Australia NSW Premier League 2 U20 | 2021/05/01 07:46 | Blacktown Spartans U20 v Hills United FC U20 | W | 1-2 |
| Australia NSW Premier League 2 U20 | 2021/04/24 07:00 | Hills United FC U20 v NWS Spirit FC U20 | W | 2-1 |
| Australia NSW Premier League 2 U20 | 2021/04/10 07:00 | Hills United FC U20 v Central Coast Mariners U20 | W | 3-2 |
| Australia NSW Premier League 2 U20 | 2021/04/03 06:00 | Hills United FC U20 v Western Sydney Wanderers U20 | L | 0-3 |
| Australia NSW Premier League 2 U20 | 2021/03/20 06:25 | Hills United FC U20 v St George Saints U20 | W | 4-1 |