| Australia New South Wales U20 League | 2022/06/26 03:45 | Sydney Olympic U20 v Sutherland Sharks U20 | W | 4-1 |
| Australia New South Wales U20 League | 2022/04/09 03:30 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2021/05/01 03:30 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 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 | L | 1-0 |
| Australia New South Wales U20 League | 2019/03/10 02:48 | Sydney Olympic U20 v Sutherland Sharks U20 | W | 2-1 |
| Australia New South Wales U20 League | 2018/07/29 02:35 | Sydney Olympic U20 v Sutherland Sharks U20 | L | 0-1 |
| Australia New South Wales U20 League | 2018/05/05 06:34 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 1-2 |
| Australia New South Wales U20 League | 2022/07/31 02:45 | Sydney Olympic U20 v Blacktown City U20 | L | 1-3 |
| Australia New South Wales U20 League | 2022/07/27 09:00 | Sydney FC U20 v Sydney Olympic U20 | L | 5-0 |
| Australia New South Wales U20 League | 2022/07/24 05:30 | Mt Druitt Town Rangers U20 v Sydney Olympic U20 | D | 0-0 |
| Australia New South Wales U20 League | 2022/07/17 02:00 | Apia L Tigers U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2022/07/13 08:00 | Sydney Olympic U20 v Sydney United U20 | W | 6-0 |
| Australia New South Wales U20 League | 2022/07/09 03:45 | Sydney Olympic U20 v Sydney FC U20 | L | 0-2 |
| Australia New South Wales U20 League | 2022/06/30 09:30 | Sydney Olympic U20 v Manly United U20 | W | 3-1 |
| Australia New South Wales U20 League | 2022/06/26 03:45 | Sydney Olympic U20 v Sutherland Sharks U20 | W | 4-1 |
| Australia New South Wales U20 League | 2022/07/31 03:00 | Wollongong Wolves U20 v Sutherland Sharks U20 | L | 5-0 |
| Australia New South Wales U20 League | 2022/07/23 09:00 | Sutherland Sharks U20 v Bull FC Academy U20 | L | 0-1 |
| Australia New South Wales U20 League | 2022/07/16 03:30 | Sutherland Sharks U20 v Blacktown City U20 | L | 0-5 |
| Australia New South Wales U20 League | 2022/07/12 09:30 | Sutherland Sharks U20 v Apia L Tigers U20 | D | 1-1 |
| Australia New South Wales U20 League | 2022/07/10 04:00 | Rockdale Ilinden FC U20 v Sutherland Sharks U20 | L | 3-1 |
| Australia New South Wales U20 League | 2022/06/26 03:45 | Sydney Olympic U20 v Sutherland Sharks U20 | L | 4-1 |
| Australia New South Wales U20 League | 2022/06/22 09:45 | Manly United U20 v Sutherland Sharks U20 | W | 0-1 |
| Australia New South Wales U20 League | 2022/06/19 06:30 | Sydney FC U20 v Sutherland Sharks U20 | L | 2-0 |