| Australia New South Wales U20 League | 2023/05/27 06:30 | Sydney Olympic U20 v Manly United U20 | W | 0-3 |
| Australia New South Wales U20 League | 2023/02/11 06:00 | Manly United U20 v Sydney Olympic U20 | D | 1-1 |
| 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 | 2024/03/09 06:00 | Manly United U20 v Rockdale Ilinden FC U20 | L | 1-2 |
| Australia New South Wales U20 League | 2024/03/05 08:30 | Manly United U20 v Blacktown City U20 | W | 6-1 |
| Australia New South Wales U20 League | 2024/03/02 23:00 | Apia L Tigers U20 v Manly United U20 | L | 2-1 |
| Australia New South Wales U20 League | 2024/02/23 06:30 | Sydney FC U20 v Manly United U20 | W | 0-1 |
| Australia New South Wales U20 League | 2024/02/16 06:30 | Manly United U20 v St George Saints U20 | W | 5-0 |
| Australia New South Wales U20 League | 2023/08/23 09:30 | Mt Druitt Town Rangers U20 v Manly United U20 | W | 2-4 |
| Australia New South Wales U20 League | 2023/08/06 03:00 | Wollongong Wolves U20 v Manly United U20 | D | 0-0 |
| Australia New South Wales U20 League | 2023/07/29 07:00 | Manly United U20 v Sutherland Sharks U20 | W | 3-0 |
| Australia New South Wales U20 League | 2024/03/16 09:00 | Apia L Tigers U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2024/03/09 07:40 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 3-0 |
| Australia New South Wales U20 League | 2024/03/05 08:00 | Sydney Olympic U20 v Marconi Stallions U20 | W | 1-0 |
| Australia New South Wales U20 League | 2024/03/02 08:00 | Sydney Olympic U20 v Sydney United U20 | W | 3-0 |
| Australia New South Wales U20 League | 2024/02/27 08:00 | Sydney Olympic U20 v St George City FA U20 | L | 2-5 |
| Australia New South Wales U20 League | 2024/02/17 03:45 | Sydney Olympic U20 v Hills United FC U20 | L | 2-4 |
| Australia New South Wales U20 League | 2023/08/25 09:00 | Sydney Olympic U20 v Sydney United U20 | L | 0-4 |
| Australia New South Wales U20 League | 2023/08/19 06:45 | Marconi Stallions U20 v Sydney Olympic U20 | D | 1-1 |