| Ausztrál New South Wales League - U20 | 2023/03/04 06:00 | St George City FA - U20 v Sydney Olympic - U20 | W | 0-1 |
| Ausztrál New South Wales League - U20 | 2023/06/11 03:00 | Rockdale Ilinden FC - U20 v Sydney Olympic - U20 | D | 2-2 |
| Ausztrál New South Wales League - U20 | 2023/05/27 06:30 | Sydney Olympic - U20 v Manly United - U20 | L | 0-3 |
| Ausztrál New South Wales League - U20 | 2023/05/20 06:10 | Sutherland Sharks - U20 v Sydney Olympic - U20 | L | 2-0 |
| Ausztrál New South Wales League - U20 | 2023/05/14 03:00 | Sydney United - U20 v Sydney Olympic - U20 | L | 4-1 |
| Ausztrál New South Wales League - U20 | 2023/05/06 06:30 | Sydney Olympic - U20 v Marconi Stallions - U20 | W | 3-2 |
| Ausztrál New South Wales League - U20 | 2023/04/29 06:30 | Sydney Olympic - U20 v Wollongong Wolves - U20 | L | 1-4 |
| Ausztrál New South Wales League - U20 | 2023/04/22 23:00 | Apia L Tigers - U20 v Sydney Olympic - U20 | W | 1-2 |
| Ausztrál New South Wales League - U20 | 2023/04/06 07:45 | Mt Druitt Town Rangers - U20 v Sydney Olympic - U20 | L | 3-1 |
| Ausztrál New South Wales League - U20 | 2023/06/10 07:00 | St George City FA - U20 v Marconi Stallions - U20 | L | 1-5 |
| Ausztrál New South Wales League - U20 | 2023/05/27 07:00 | St George City FA - U20 v NWS Spirit FC - U20 | L | 2-3 |
| Ausztrál New South Wales League - U20 | 2023/05/21 03:00 | Rockdale Ilinden FC - U20 v St George City FA - U20 | D | 0-0 |
| Ausztrál New South Wales League - U20 | 2023/05/13 07:00 | St George City FA - U20 v Apia L Tigers - U20 | D | 3-3 |
| Ausztrál New South Wales League - U20 | 2023/05/06 07:00 | St George City FA - U20 v Sydney United - U20 | L | 3-5 |
| Ausztrál New South Wales League - U20 | 2023/04/29 06:10 | Sutherland Sharks - U20 v St George City FA - U20 | L | 2-1 |
| Ausztrál New South Wales League - U20 | 2023/04/22 07:00 | St George City FA - U20 v Blacktown City - U20 | W | 1-0 |
| Ausztrál New South Wales League - U20 | 2023/04/15 07:00 | Mt Druitt Town Rangers - U20 v St George City FA - U20 | W | 0-1 |