| 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 | 2017/04/23 02:49 | Sydney Olympic U20 v Blacktown City U20 | W | 1-6 |
| Australia Friendlies | 2017/03/05 05:00 | Blacktown City U20 v Sydney Olympic U20 | W | 2-0 |
| Australia New South Wales U20 League | 2020/08/08 07:00 | Mt Druitt Town Rangers U20 v Blacktown City U20 | L | 1-0 |
| Australia New South Wales U20 League | 2020/07/31 07:30 | Blacktown City U20 v North Shore Mariners U20 | W | 4-0 |
| Australia New South Wales U20 League | 2020/03/15 02:00 | Blacktown City U20 v Sutherland Sharks U20 | L | 1-2 |
| Australia New South Wales U20 League | 2020/03/07 06:02 | Manly United U20 v Blacktown City U20 | L | 2-0 |
| Australia New South Wales U20 League | 2020/03/01 02:00 | Blacktown City U20 v Sydney United U20 | L | 2-3 |
| Australia New South Wales U20 League | 2019/08/31 04:55 | Blacktown City U20 v Sutherland Sharks U20 | D | 2-2 |
| Australia New South Wales U20 League | 2019/08/20 09:30 | Blacktown City U20 v Rockdale City Suns U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/08/11 03:00 | Hakoah Sydney City East U20 v Blacktown City U20 | D | 1-1 |
| Australia New South Wales U20 League | 2020/08/02 03:00 | Sydney United U20 v Sydney Olympic U20 | W | 2-3 |
| Australia New South Wales U20 League | 2020/03/14 04:01 | Marconi Stallions U20 v Sydney Olympic U20 | L | 2-1 |
| Australia New South Wales U20 League | 2020/03/08 04:33 | Apia L Tigers U20 v Sydney Olympic U20 | W | 1-2 |
| Australia New South Wales U20 League | 2020/03/01 02:51 | Sydney Olympic U20 v Wollongong Wolves U20 | L | 0-3 |
| Australia Friendlies | 2020/02/15 03:22 | Sutherland Sharks U20 v Sydney Olympic U20 | D | 1-1 |
| Australia Friendlies | 2020/02/01 06:03 | Manly United U20 v Sydney Olympic U20 | D | 0-0 |
| Australia New South Wales U20 League | 2019/08/04 02:45 | Sydney Olympic U20 v Sydney United U20 | W | 3-0 |
| Australia New South Wales U20 League | 2019/07/28 03:48 | Sydney Olympic U20 v Marconi Stallions U20 | W | 2-0 |