| 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 | 2019/03/24 02:49 | Sydney Olympic U20 v Blacktown City U20 | L | 3-1 |
| Australia New South Wales U20 League | 2018/07/01 03:06 | Blacktown City U20 v Sydney Olympic U20 | W | 3-1 |
| Australia New South Wales U20 League | 2018/04/15 02:48 | Sydney Olympic U20 v Blacktown City U20 | W | 1-5 |
| Australia New South Wales U20 League | 2017/07/16 03:00 | Blacktown City U20 v Sydney Olympic U20 | W | 3-0 |
| Australia New South Wales U20 League | 2022/05/06 07:30 | Wollongong Wolves U20 v Blacktown City U20 | W | 0-1 |
| Australia New South Wales U20 League | 2022/05/01 03:00 | Blacktown City U20 v Sutherland Sharks U20 | L | 0-1 |
| Australia New South Wales U20 League | 2022/04/24 09:00 | Blacktown City U20 v Manly United U20 | W | 3-1 |
| Australia New South Wales U20 League | 2022/04/09 03:00 | Bull FC Academy U20 v Blacktown City U20 | W | 1-5 |
| Australia New South Wales U20 League | 2022/04/03 03:00 | Blacktown City U20 v Sydney United U20 | W | 4-0 |
| Australia New South Wales U20 League | 2022/03/26 02:00 | Apia L Tigers U20 v Blacktown City U20 | W | 1-3 |
| Australia New South Wales U20 League | 2022/03/20 02:00 | Blacktown City U20 v Marconi Stallions U20 | W | 2-0 |
| Australia New South Wales U20 League | 2022/03/09 08:45 | Blacktown City U20 v Mt Druitt Town Rangers U20 | D | 0-0 |
| Australia New South Wales U20 League | 2022/05/10 09:30 | Marconi Stallions U20 v Sydney Olympic U20 | W | 1-2 |
| Australia New South Wales U20 League | 2022/05/07 09:00 | Sydney Olympic U20 v Mt Druitt Town Rangers U20 | W | 3-1 |
| Australia New South Wales U20 League | 2022/05/01 01:00 | Sydney Olympic U20 v Apia L Tigers U20 | W | 2-0 |
| Australia New South Wales U20 League | 2022/04/27 07:30 | Wollongong Wolves U20 v Sydney Olympic U20 | W | 1-2 |
| Australia New South Wales U20 League | 2022/04/18 03:00 | Sydney United U20 v Sydney Olympic U20 | W | 0-2 |
| Australia New South Wales U20 League | 2022/04/09 03:30 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2022/03/20 02:45 | Sydney Olympic U20 v Bull FC Academy U20 | L | 0-2 |
| Australia New South Wales U20 League | 2022/03/13 02:45 | Sydney Olympic U20 v Rockdale Ilinden FC U20 | W | 2-1 |