| Australia New South Wales U20 League | 2021/04/10 07:00 | Manly United U20 v Sydney Olympic U20 | W | 1-0 |
| Australia New South Wales U20 League | 2020/08/21 07:45 | Manly United U20 v Sydney Olympic U20 | D | 1-1 |
| Australia Friendlies | 2020/02/01 06:03 | Manly United U20 v Sydney Olympic U20 | D | 0-0 |
| Australia New South Wales U20 League | 2019/07/07 03:02 | Manly United U20 v Sydney Olympic U20 | L | 0-1 |
| Australia New South Wales U20 League | 2019/04/19 04:35 | Sydney Olympic U20 v Manly United U20 | L | 3-1 |
| Australia New South Wales U20 League | 2018/06/09 07:04 | Manly United U20 v Sydney Olympic U20 | W | 4-0 |
| Australia New South Wales U20 League | 2018/03/25 01:40 | Sydney Olympic U20 v Manly United U20 | W | 0-3 |
| Australia New South Wales U20 League | 2017/07/02 04:35 | Sydney Olympic U20 v Manly United U20 | D | 2-2 |
| Australia New South Wales U20 League | 2022/05/15 04:00 | Rockdale Ilinden FC U20 v Manly United U20 | W | 2-5 |
| Australia New South Wales U20 League | 2022/05/07 07:00 | Manly United U20 v Sydney United U20 | L | 0-2 |
| Australia New South Wales U20 League | 2022/04/30 07:00 | Mt Druitt Town Rangers U20 v Manly United U20 | L | 2-0 |
| Australia New South Wales U20 League | 2022/04/24 09:00 | Blacktown City U20 v Manly United U20 | L | 3-1 |
| Australia New South Wales U20 League | 2022/04/16 07:00 | Marconi Stallions U20 v Manly United U20 | W | 0-4 |
| Australia New South Wales U20 League | 2022/04/09 07:00 | Manly United U20 v Wollongong Wolves U20 | W | 2-1 |
| Australia New South Wales U20 League | 2022/04/02 04:00 | Manly United U20 v Bull FC Academy U20 | W | 1-0 |
| Australia New South Wales U20 League | 2022/03/27 05:30 | Sydney FC U20 v Manly United U20 | W | 1-2 |
| Australia New South Wales U20 League | 2022/05/15 03:00 | Blacktown City U20 v Sydney Olympic U20 | L | 3-1 |
| Australia New South Wales U20 League | 2022/05/10 09:30 | Marconi Stallions U20 v Sydney Olympic U20 | W | 1-2 |
| Australia New South Wales U20 League | 2022/05/07 09:00 | Sydney Olympic U20 v Mt Druitt Town Rangers U20 | W | 3-1 |
| Australia New South Wales U20 League | 2022/05/01 01:00 | Sydney Olympic U20 v Apia L Tigers U20 | W | 2-0 |
| Australia New South Wales U20 League | 2022/04/27 07:30 | Wollongong Wolves U20 v Sydney Olympic U20 | W | 1-2 |
| Australia New South Wales U20 League | 2022/04/18 03:00 | Sydney United U20 v Sydney Olympic U20 | W | 0-2 |
| 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 | 2022/03/20 02:45 | Sydney Olympic U20 v Bull FC Academy U20 | L | 0-2 |