| 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 | 2019/06/02 05:05 | Sydney United U20 v Blacktown City U20 | W | 1-2 |
| Australia New South Wales U20 League | 2019/05/25 07:03 | Mt Druitt Town Rangers U20 v Blacktown City U20 | D | 2-2 |
| Australia New South Wales U20 League | 2019/05/19 03:04 | Blacktown City U20 v Hakoah Sydney City East U20 | W | 5-0 |
| Australia New South Wales U20 League | 2019/05/12 03:03 | Blacktown City U20 v Marconi Stallions U20 | W | 4-1 |
| Australia New South Wales U20 League | 2019/05/05 03:04 | Wollongong Wolves U20 v Blacktown City U20 | W | 0-3 |
| Australia New South Wales U20 League | 2019/04/28 03:03 | Blacktown City U20 v Rockdale City Suns U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/04/19 04:00 | Apia L Tigers U20 v Blacktown City U20 | W | 0-1 |
| Australia New South Wales U20 League | 2019/04/07 03:00 | Manly United U20 v Blacktown City U20 | W | 0-3 |
| Australia New South Wales U20 League | 2019/06/02 03:47 | Sydney Olympic U20 v Mt Druitt Town Rangers U20 | W | 2-1 |
| Australia New South Wales U20 League | 2019/05/25 06:33 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2019/05/17 08:00 | Sydney Olympic U20 v Sydney FC U20 | L | 1-2 |
| Australia New South Wales U20 League | 2019/05/12 05:06 | Sydney United U20 v Sydney Olympic U20 | L | 3-0 |
| Australia New South Wales U20 League | 2019/05/04 07:02 | Marconi Stallions U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/04/25 04:32 | Sydney Olympic U20 v Apia L Tigers U20 | L | 0-2 |
| Australia New South Wales U20 League | 2019/04/19 04:35 | Sydney Olympic U20 v Manly United U20 | W | 3-1 |
| Australia New South Wales U20 League | 2019/04/14 04:31 | Rockdale City Suns U20 v Sydney Olympic U20 | L | 3-0 |