| 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 | 2017/04/14 05:04 | Manly United U20 v Sydney Olympic U20 | D | 3-3 |
| Australia New South Wales U20 League | 2021/04/02 06:00 | Manly United U20 v Sydney FC U20 | W | 1-0 |
| Australia New South Wales U20 League | 2021/03/27 08:15 | Apia L Tigers U20 v Manly United U20 | W | 2-5 |
| Australia New South Wales U20 League | 2021/03/21 02:00 | Rockdale Ilinden FC U20 v Manly United U20 | W | 0-4 |
| Australia New South Wales U20 League | 2021/03/13 06:00 | Manly United U20 v Blacktown City U20 | L | 0-1 |
| Australia New South Wales U20 League | 2021/03/06 23:00 | Wollongong Wolves U20 v Manly United U20 | W | 0-2 |
| Australia New South Wales U20 League | 2021/02/27 06:00 | Manly United U20 v Mt Druitt Town Rangers U20 | W | 4-0 |
| Australia New South Wales U20 League | 2020/10/11 01:30 | Wollongong Wolves U20 v Manly United U20 | D | 1-1 |
| Australia New South Wales U20 League | 2020/09/30 09:30 | Mt Druitt Town Rangers U20 v Manly United U20 | D | 1-1 |
| Australia New South Wales U20 League | 2021/04/06 08:45 | Sydney Olympic U20 v Wollongong Wolves U20 | W | 4-1 |
| Australia New South Wales U20 League | 2021/04/03 06:00 | Mt Druitt Town Rangers U20 v Sydney Olympic U20 | W | 3-4 |
| Australia New South Wales U20 League | 2021/03/28 05:30 | Sydney FC U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2021/03/13 02:45 | Sydney Olympic U20 v Apia L Tigers U20 | W | 2-1 |
| Australia New South Wales U20 League | 2021/03/07 02:00 | Rockdale Ilinden FC U20 v Sydney Olympic U20 | W | 0-3 |
| Australia New South Wales U20 League | 2021/02/27 02:45 | Sydney Olympic U20 v Sydney United U20 | W | 3-0 |
| Australia Friendlies | 2021/02/06 06:00 | Blacktown City U20 v Sydney Olympic U20 | W | 0-3 |
| Australia New South Wales U20 League | 2020/10/10 06:00 | Mt Druitt Town Rangers U20 v Sydney Olympic U20 | W | 4-5 |