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