| Australia - New South Wales - U20 League | 2022/05/21 07:00 | Manly United U20 v Sydney Olympic U20 | L | 2-1 |
| Australia - New South Wales - U20 League | 2021/04/10 07:00 | Manly United U20 v Sydney Olympic U20 | L | 1-0 |
| Australia - New South Wales - U20 League | 2020/08/21 07:45 | Manly United U20 v Sydney Olympic U20 | D | 1-1 |
| Australia - Amicale | 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 | W | 0-1 |
| Australia - New South Wales - U20 League | 2019/04/19 04:35 | Sydney Olympic U20 v Manly United U20 | W | 3-1 |
| Australia - New South Wales - U20 League | 2018/06/09 07:04 | Manly United U20 v Sydney Olympic U20 | L | 4-0 |
| Australia - New South Wales - U20 League | 2018/03/25 01:40 | Sydney Olympic U20 v Manly United U20 | L | 0-3 |
| 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 | 2022/06/19 03:45 | Sydney Olympic U20 v Marconi Stallions U20 | L | 1-2 |
| Australia - New South Wales - U20 League | 2022/06/13 03:45 | Sydney Olympic U20 v Wollongong Wolves U20 | D | 1-1 |
| Australia - New South Wales - U20 League | 2022/06/04 03:00 | Bull FC Academy U20 v Sydney Olympic U20 | L | 2-1 |
| Australia - New South Wales - U20 League | 2022/05/29 04:00 | Rockdale Ilinden FC U20 v Sydney Olympic U20 | D | 1-1 |
| Australia - New South Wales - U20 League | 2022/05/21 07:00 | Manly United U20 v Sydney Olympic U20 | L | 2-1 |
| 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 | 2022/06/25 06:00 | Wollongong Wolves U20 v Manly United U20 | L | 4-2 |
| Australia - New South Wales - U20 League | 2022/06/22 09:45 | Manly United U20 v Sutherland Sharks U20 | L | 0-1 |
| Australia - New South Wales - U20 League | 2022/06/18 03:00 | Bull FC Academy U20 v Manly United U20 | L | 1-0 |
| Australia - New South Wales - U20 League | 2022/06/10 07:00 | Manly United U20 v Sydney FC U20 | L | 1-3 |
| Australia - New South Wales - U20 League | 2022/05/28 07:00 | Manly United U20 v Apia L Tigers U20 | L | 1-2 |
| 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 | 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 |