| Australia New South Wales U20 League | 2023/07/01 04:00 | Sydney Olympic U20 v Blacktown City U20 | W | 0-2 |
| Australia New South Wales U20 League | 2023/03/19 06:00 | Blacktown City U20 v Sydney Olympic U20 | L | 1-3 |
| Australia New South Wales U20 League | 2022/07/31 02:45 | Sydney Olympic U20 v Blacktown City U20 | W | 1-3 |
| Australia New South Wales U20 League | 2022/05/15 03:00 | Blacktown City U20 v Sydney Olympic U20 | W | 3-1 |
| Australia New South Wales U20 League | 2021/05/09 03:45 | Sydney Olympic U20 v Blacktown City U20 | D | 1-1 |
| Australia Friendlies | 2021/02/06 06:00 | Blacktown City U20 v Sydney Olympic U20 | L | 0-3 |
| Australia New South Wales U20 League | 2020/08/14 07:30 | Blacktown City U20 v Sydney Olympic U20 | D | 3-3 |
| Australia New South Wales U20 League | 2019/06/09 03:03 | Blacktown City U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2024/07/28 03:00 | Blacktown City U20 v Western Sydney Wanderers U20 | L | 0-4 |
| Australia New South Wales U20 League | 2024/07/12 07:30 | Sydney FC U20 v Blacktown City U20 | W | 0-2 |
| Australia New South Wales U20 League | 2024/07/07 03:00 | Sydney United U20 v Blacktown City U20 | W | 0-1 |
| Australia New South Wales U20 League | 2024/06/29 07:00 | Blacktown City U20 v St George City FA U20 | W | 1-0 |
| Australia New South Wales U20 League | 2024/06/23 03:00 | Blacktown City U20 v Rockdale Ilinden FC U20 | W | 3-1 |
| Australia New South Wales U20 League | 2024/06/15 06:30 | Wollongong Wolves U20 v Blacktown City U20 | W | 0-2 |
| Australia New South Wales U20 League | 2024/06/11 09:30 | Blacktown City U20 v Manly United U20 | L | 0-1 |
| Australia New South Wales U20 League | 2024/06/08 04:10 | Sutherland Sharks U20 v Blacktown City U20 | W | 1-5 |
| Australia New South Wales U20 League | 2024/07/27 09:30 | NWS Spirit FC U20 v Sydney Olympic U20 | L | 3-0 |
| Australia New South Wales U20 League | 2024/07/22 09:30 | Sydney Olympic U20 v Manly United U20 | L | 1-4 |
| Australia New South Wales U20 League | 2024/07/19 09:00 | Sydney Olympic U20 v Rockdale Ilinden FC U20 | L | 2-3 |
| Australia New South Wales U20 League | 2024/07/12 09:00 | Sydney Olympic U20 v Central Coast Mariners U20 | L | 0-5 |
| Australia New South Wales U20 League | 2024/07/07 03:00 | Wollongong Wolves U20 v Sydney Olympic U20 | W | 0-3 |
| Australia New South Wales U20 League | 2024/06/21 09:00 | Sydney Olympic U20 v Apia L Tigers U20 | L | 0-2 |
| Australia New South Wales U20 League | 2024/06/11 09:30 | Marconi Stallions U20 v Sydney Olympic U20 | L | 3-0 |
| Australia New South Wales U20 League | 2024/06/09 03:00 | Sydney United U20 v Sydney Olympic U20 | D | 1-1 |