| Australia New South Wales U20 League | 2017/07/16 03:00 | Blacktown City U20 v Sydney Olympic U20 | L | 3-0 |
| Australia New South Wales U20 League | 2017/04/23 02:49 | Sydney Olympic U20 v Blacktown City U20 | L | 1-6 |
| Australia Friendlies | 2017/03/05 05:00 | Blacktown City U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2018/04/07 07:07 | Marconi Stallions U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2018/03/30 02:48 | Sydney Olympic U20 v Hakoah Sydney City East U20 | W | 3-0 |
| Australia New South Wales U20 League | 2018/03/25 01:40 | Sydney Olympic U20 v Manly United U20 | L | 0-3 |
| Australia New South Wales U20 League | 2018/03/11 01:54 | Sydney Olympic U20 v Bonnyrigg White Eagles U20 | L | 0-1 |
| Australia New South Wales U20 League | 2017/08/13 03:02 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 3-0 |
| Australia New South Wales U20 League | 2017/08/06 05:00 | Sydney Olympic U20 v Hakoah Sydney City East U20 | L | 0-4 |
| Australia New South Wales U20 League | 2017/07/30 04:04 | Sydney United U20 v Sydney Olympic U20 | L | 6-1 |
| Australia New South Wales U20 League | 2017/07/23 04:42 | Sydney Olympic U20 v Apia L Tigers U20 | D | 3-3 |
| Australia New South Wales U20 League | 2018/04/07 07:06 | Blacktown City U20 v Manly United U20 | W | 2-1 |
| Australia New South Wales U20 League | 2018/03/30 02:33 | Apia L Tigers U20 v Blacktown City U20 | W | 0-2 |
| Australia New South Wales U20 League | 2018/03/24 06:01 | Blacktown City U20 v Bonnyrigg White Eagles U20 | W | 3-0 |
| Australia New South Wales U20 League | 2018/03/17 06:35 | Sydney United U20 v Blacktown City U20 | L | 2-0 |
| Australia New South Wales U20 League | 2018/03/11 02:05 | Wollongong Wolves U20 v Blacktown City U20 | L | 2-1 |
| Australia New South Wales U20 League | 2017/08/20 02:36 | Blacktown City U20 v Sydney United U20 | L | 0-1 |
| Australia New South Wales U20 League | 2017/08/13 03:03 | Sydney United U20 v Blacktown City U20 | L | 3-2 |
| Australia New South Wales U20 League | 2017/08/06 03:05 | Blacktown City U20 v Apia L Tigers U20 | L | 1-4 |