| Australia New South Wales U20 League | 2025/05/18 03:00 | Rockdale Ilinden FC U20 v Sydney FC U20 | L | 1-0 |
| Australia New South Wales U20 League | 2024/08/19 07:45 | Sydney FC U20 v Rockdale Ilinden FC U20 | L | 1-2 |
| Australia New South Wales U20 League | 2024/05/12 03:00 | Rockdale Ilinden FC U20 v Sydney FC U20 | L | 5-0 |
| Australia New South Wales U20 League | 2023/05/07 03:00 | Rockdale Ilinden FC U20 v Sydney FC U20 | W | 1-4 |
| Australia New South Wales U20 League | 2022/07/24 04:00 | Rockdale Ilinden FC U20 v Sydney FC U20 | W | 0-4 |
| Australia New South Wales U20 League | 2022/05/08 06:30 | Sydney FC U20 v Rockdale Ilinden FC U20 | W | 3-0 |
| Australia New South Wales U20 League | 2020/09/20 06:30 | Rockdale Ilinden FC U20 v Sydney FC U20 | L | 2-0 |
| Australia New South Wales U20 League | 2025/08/22 07:30 | Sydney FC U20 v Blacktown City U20 | W | 3-1 |
| Australia New South Wales U20 League | 2025/08/15 07:30 | Sydney FC U20 v St George Saints U20 | D | 1-1 |
| Australia New South Wales U20 League | 2025/08/11 09:18 | Sutherland Sharks U20 v Sydney FC U20 | L | 3-1 |
| Australia New South Wales U20 League | 2025/07/18 07:30 | Sydney FC U20 v Western Sydney Wanderers U20 | W | 2-1 |
| Australia New South Wales U20 League | 2025/07/12 09:00 | Mt Druitt Town Rangers U20 v Sydney FC U20 | W | 0-1 |
| Australia New South Wales U20 League | 2025/07/04 07:30 | Sydney FC U20 v Sydney Olympic U20 | W | 3-1 |
| Australia New South Wales U20 League | 2025/06/29 03:00 | Marconi Stallions U20 v Sydney FC U20 | W | 0-1 |
| Australia New South Wales U20 League | 2025/06/01 03:00 | Sydney United U20 v Sydney FC U20 | L | 3-0 |
| Australia New South Wales U20 League | 2025/08/24 03:00 | Rockdale Ilinden FC U20 v Manly United U20 | W | 2-1 |
| Australia New South Wales U20 League | 2025/08/18 09:00 | Sydney Olympic U20 v Rockdale Ilinden FC U20 | D | 1-1 |
| Australia New South Wales U20 League | 2025/08/02 07:00 | Western Sydney Wanderers U20 v Rockdale Ilinden FC U20 | L | 5-0 |
| Australia New South Wales U20 League | 2025/07/27 03:00 | Rockdale Ilinden FC U20 v Sydney United U20 | L | 2-3 |
| Australia New South Wales U20 League | 2025/07/19 09:45 | NWS Spirit FC U20 v Rockdale Ilinden FC U20 | W | 0-1 |
| Australia New South Wales U20 League | 2025/07/13 03:00 | Rockdale Ilinden FC U20 v Apia L Tigers U20 | L | 0-2 |
| Australia New South Wales U20 League | 2025/07/06 03:00 | Blacktown City U20 v Rockdale Ilinden FC U20 | L | 2-1 |
| Australia New South Wales U20 League | 2025/06/29 03:00 | Rockdale Ilinden FC U20 v Sutherland Sharks U20 | W | 3-1 |