| 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 | 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 | 2016/09/11 02:25 | Manly United U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/04/14 04:31 | Rockdale City Suns U20 v Sydney Olympic U20 | L | 3-0 |
| Australia New South Wales U20 League | 2019/04/09 09:36 | Mt Druitt Town Rangers U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/04/07 03:56 | Sydney Olympic U20 v Wollongong Wolves U20 | W | 1-0 |
| Australia New South Wales U20 League | 2019/03/31 03:00 | Hakoah Sydney City East U20 v Sydney Olympic U20 | W | 2-3 |
| Australia New South Wales U20 League | 2019/03/24 02:49 | Sydney Olympic U20 v Blacktown City U20 | W | 3-1 |
| Australia New South Wales U20 League | 2019/03/10 02:48 | Sydney Olympic U20 v Sutherland Sharks U20 | W | 2-1 |
| Australia New South Wales U20 League | 2018/08/12 02:04 | Sydney Olympic U20 v Sydney United U20 | L | 0-4 |
| Australia New South Wales U20 League | 2018/08/05 03:00 | Wollongong Wolves U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2019/04/13 06:32 | Sutherland Sharks U20 v Manly United U20 | L | 3-2 |
| Australia New South Wales U20 League | 2019/04/07 03:00 | Manly United U20 v Blacktown City U20 | L | 0-3 |
| Australia New South Wales U20 League | 2019/03/23 06:34 | Manly United U20 v Mt Druitt Town Rangers U20 | W | 1-0 |
| Australia New South Wales U20 League | 2019/03/10 02:02 | Wollongong Wolves U20 v Manly United U20 | L | 2-0 |
| Australia New South Wales U20 League | 2018/08/12 03:04 | Manly United U20 v Bonnyrigg White Eagles U20 | D | 0-0 |
| Australia New South Wales U20 League | 2018/08/04 07:36 | Sydney United U20 v Manly United U20 | L | 2-0 |
| Australia New South Wales U20 League | 2018/07/28 06:59 | Manly United U20 v Wollongong Wolves U20 | L | 1-2 |
| Australia New South Wales U20 League | 2018/07/21 05:44 | Sutherland Sharks U20 v Manly United U20 | W | 1-2 |