| Australia New South Wales U20 League | 2024/06/01 07:00 | St George City FA U20 v Sydney Olympic U20 | W | 3-2 |
| Australia New South Wales U20 League | 2024/02/27 08:00 | Sydney Olympic U20 v St George City FA U20 | W | 2-5 |
| Australia New South Wales U20 League | 2023/06/18 07:30 | Sydney Olympic U20 v St George City FA U20 | L | 1-0 |
| Australia New South Wales U20 League | 2023/03/04 06:00 | St George City FA U20 v Sydney Olympic U20 | L | 0-1 |
| Australia New South Wales U20 League | 2025/03/22 04:00 | Mt Druitt Town Rangers U20 v St George City FA U20 | W | 1-4 |
| Australia New South Wales U20 League | 2025/03/15 06:00 | St George City FA U20 v Manly United U20 | L | 0-5 |
| Australia New South Wales U20 League | 2025/03/08 06:00 | St George City FA U20 v Blacktown City U20 | L | 0-2 |
| Australia New South Wales U20 League | 2025/03/01 08:45 | NWS Spirit FC U20 v St George City FA U20 | L | 1-0 |
| Australia New South Wales U20 League | 2025/02/14 06:30 | Wollongong Wolves U20 v St George City FA U20 | D | 1-1 |
| Australia New South Wales U20 League | 2025/02/08 06:00 | Rockdale Ilinden FC U20 v St George City FA U20 | W | 0-2 |
| Australia New South Wales U20 League | 2024/08/25 03:00 | Sydney United U20 v St George City FA U20 | L | 4-1 |
| Australia New South Wales U20 League | 2024/08/17 08:40 | Sutherland Sharks U20 v St George City FA U20 | L | 6-1 |
| Australia New South Wales U20 League | 2025/03/22 09:30 | Sydney Olympic U20 v Sydney FC U20 | D | 1-1 |
| Australia New South Wales U20 League | 2025/03/15 06:00 | Blacktown City U20 v Sydney Olympic U20 | W | 0-3 |
| Australia New South Wales U20 League | 2025/03/08 06:00 | Marconi Stallions U20 v Sydney Olympic U20 | D | 0-0 |
| Australia New South Wales U20 League | 2025/03/01 06:30 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 1-3 |
| Australia New South Wales U20 League | 2025/02/22 08:00 | Sydney Olympic U20 v Wollongong Wolves U20 | D | 2-2 |
| Australia New South Wales U20 League | 2025/02/15 08:00 | Sydney Olympic U20 v Western Sydney Wanderers U20 | L | 0-1 |
| Australia New South Wales U20 League | 2025/02/08 08:12 | Sydney Olympic U20 v St George Saints U20 | W | 3-1 |
| Australia New South Wales U20 League | 2024/08/23 09:00 | Sydney Olympic U20 v Sydney FC U20 | L | 2-3 |