| Australia New South Wales U20 League | 2018/07/08 05:00 | Rockdale City Suns U20 v Sydney Olympic U20 | L | 1-2 |
| Australia New South Wales U20 League | 2018/04/22 02:40 | Sydney Olympic U20 v Rockdale City Suns U20 | D | 1-1 |
| Australia New South Wales U20 League | 2017/06/25 02:45 | Sydney Olympic U20 v Rockdale City Suns U20 | W | 1-2 |
| Australia New South Wales U20 League | 2017/04/09 02:00 | Rockdale City Suns U20 v Sydney Olympic U20 | D | 0-0 |
| Australia New South Wales U20 League | 2019/04/07 03:15 | Apia L Tigers U20 v Rockdale City Suns U20 | L | 2-1 |
| Australia New South Wales U20 League | 2019/03/31 03:32 | Rockdale City Suns U20 v Mt Druitt Town Rangers U20 | L | 1-5 |
| Australia New South Wales U20 League | 2019/03/24 03:30 | Rockdale City Suns U20 v Hakoah Sydney City East U20 | W | 3-0 |
| Australia New South Wales U20 League | 2019/03/10 04:00 | Sydney United U20 v Rockdale City Suns U20 | W | 0-1 |
| Australia Friendlies | 2019/02/24 05:00 | Rockdale City Suns U20 v Wollongong Wolves U20 | L | 2-3 |
| Australia Friendlies | 2019/02/17 05:03 | Rockdale City Suns U20 v Hakoah Sydney City East U20 | L | 2-6 |
| Australia Friendlies | 2019/02/10 05:14 | Rockdale City Suns U20 v St George U20 | W | 3-1 |
| Australia New South Wales U20 League | 2018/08/05 03:00 | Hakoah Sydney City East U20 v Rockdale City Suns 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 | 2018/07/29 02:35 | Sydney Olympic U20 v Sutherland Sharks U20 | L | 0-1 |