| Australia New South Wales U20 League | 2022/06/30 09:30 | Sydney Olympic U20 v Manly United U20 | L | 3-1 |
| Australia New South Wales U20 League | 2022/05/21 07:00 | Manly United U20 v Sydney Olympic U20 | W | 2-1 |
| 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 | 2023/02/05 04:00 | Blacktown City U20 v Manly United U20 | L | 6-0 |
| Australia New South Wales U20 League | 2022/07/31 03:00 | Manly United U20 v Rockdale Ilinden FC U20 | W | 4-2 |
| Australia New South Wales U20 League | 2022/07/24 03:00 | Sydney United U20 v Manly United U20 | W | 1-2 |
| Australia New South Wales U20 League | 2022/07/16 07:00 | Manly United U20 v Mt Druitt Town Rangers U20 | D | 0-0 |
| Australia New South Wales U20 League | 2022/07/09 03:00 | Manly United U20 v Blacktown City U20 | L | 1-4 |
| Australia New South Wales U20 League | 2022/07/02 07:00 | Manly United U20 v Marconi Stallions U20 | D | 2-2 |
| Australia New South Wales U20 League | 2022/06/30 09:30 | Sydney Olympic U20 v Manly United U20 | L | 3-1 |
| Australia New South Wales U20 League | 2022/06/25 06:00 | Wollongong Wolves U20 v Manly United U20 | L | 4-2 |
| Australia New South Wales U20 League | 2023/02/05 01:45 | Sydney Olympic U20 v Sutherland Sharks U20 | D | 1-1 |
| 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 |