| Australia New South Wales U20 League | 2019/03/10 02:48 | Sydney Olympic U20 v Sutherland Sharks U20 | L | 2-1 |
| Australia New South Wales U20 League | 2018/07/29 02:35 | Sydney Olympic U20 v Sutherland Sharks U20 | W | 0-1 |
| Australia New South Wales U20 League | 2018/05/05 06:34 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 1-2 |
| Australia New South Wales U20 League | 2017/08/13 03:02 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 3-0 |
| Australia New South Wales U20 League | 2017/05/21 02:49 | Sydney Olympic U20 v Sutherland Sharks U20 | W | 0-2 |
| Australia New South Wales U20 League | 2019/05/18 06:33 | Sutherland Sharks U20 v Rockdale City Suns U20 | L | 0-1 |
| Australia New South Wales U20 League | 2019/05/04 07:01 | Mt Druitt Town Rangers U20 v Sutherland Sharks U20 | W | 2-3 |
| Australia New South Wales U20 League | 2019/04/27 06:30 | Sutherland Sharks U20 v Wollongong Wolves U20 | L | 1-2 |
| Australia New South Wales U20 League | 2019/04/20 07:05 | Marconi Stallions U20 v Sutherland Sharks U20 | W | 0-2 |
| Australia New South Wales U20 League | 2019/04/13 06:32 | Sutherland Sharks U20 v Manly United U20 | W | 3-2 |
| Australia New South Wales U20 League | 2019/04/06 05:33 | Sutherland Sharks U20 v Sydney United U20 | D | 0-0 |
| Australia New South Wales U20 League | 2019/03/31 02:04 | Blacktown City U20 v Sutherland Sharks U20 | L | 3-0 |
| Australia New South Wales U20 League | 2019/03/23 05:32 | Sutherland Sharks U20 v Apia L Tigers U20 | D | 0-0 |
| 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 |
| Australia New South Wales U20 League | 2019/04/09 09:36 | Mt Druitt Town Rangers U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/04/07 03:56 | Sydney Olympic U20 v Wollongong Wolves U20 | W | 1-0 |