| Australia New South Wales U20 League | 2021/05/01 03:30 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 0-4 |
| Australia Friendlies | 2020/02/15 03:22 | Sutherland Sharks U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/05/25 06:33 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 1-0 |
| 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 | 2022/03/26 02:30 | Mt Druitt Town Rangers U20 v Sutherland Sharks U20 | L | 8-3 |
| Australia New South Wales U20 League | 2022/03/19 08:30 | Sutherland Sharks U20 v Manly United U20 | D | 0-0 |
| Australia New South Wales U20 League | 2022/03/12 02:30 | Sutherland Sharks U20 v Sydney United U20 | W | 3-0 |
| Australia New South Wales U20 League | 2022/03/09 08:30 | Sutherland Sharks U20 v Marconi Stallions U20 | L | 1-3 |
| Australia New South Wales U20 League | 2021/06/20 03:00 | Blacktown City U20 v Sutherland Sharks U20 | L | 2-1 |
| Australia New South Wales U20 League | 2021/06/12 07:00 | Mt Druitt Town Rangers U20 v Sutherland Sharks U20 | L | 2-1 |
| Australia New South Wales U20 League | 2021/06/05 03:30 | Sutherland Sharks U20 v Apia L Tigers U20 | W | 2-1 |
| Australia New South Wales U20 League | 2021/06/02 09:30 | Wollongong Wolves U20 v Sutherland Sharks U20 | W | 0-3 |
| 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 |
| Australia New South Wales U20 League | 2021/06/20 03:45 | Sydney Olympic U20 v Mt Druitt Town Rangers U20 | W | 1-0 |
| Australia New South Wales U20 League | 2021/06/12 05:15 | Sydney Olympic U20 v Sydney FC U20 | D | 0-0 |
| Australia New South Wales U20 League | 2021/06/06 02:30 | Wollongong Wolves U20 v Sydney Olympic U20 | L | 3-0 |
| Australia New South Wales U20 League | 2021/05/30 01:00 | Apia L Tigers U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2021/05/23 02:45 | Sydney Olympic U20 v Rockdale Ilinden FC U20 | D | 0-0 |
| Australia New South Wales U20 League | 2021/05/16 02:30 | Sydney United U20 v Sydney Olympic U20 | W | 1-5 |