Head to Head
| Australia New South Wales U20 League | 2022/07/13 08:00 | Sydney Olympic U20 v Sydney United U20 | L | 6-0 |
| Australia New South Wales U20 League | 2022/04/18 03:00 | Sydney United U20 v Sydney Olympic U20 | L | 0-2 |
| Australia New South Wales U20 League | 2021/05/16 02:30 | Sydney United U20 v Sydney Olympic U20 | L | 1-5 |
| Australia New South Wales U20 League | 2021/02/27 02:45 | Sydney Olympic U20 v Sydney United U20 | L | 3-0 |
| Australia New South Wales U20 League | 2020/08/02 03:00 | Sydney United U20 v Sydney Olympic U20 | L | 2-3 |
| Australia New South Wales U20 League | 2019/08/04 02:45 | Sydney Olympic U20 v Sydney United U20 | L | 3-0 |
| Australia New South Wales U20 League | 2019/05/12 05:06 | Sydney United U20 v Sydney Olympic U20 | W | 3-0 |
| Australia New South Wales U20 League | 2018/08/12 02:04 | Sydney Olympic U20 v Sydney United U20 | W | 0-4 |
Home History
| Australia New South Wales U20 League | 2023/05/06 07:00 | St George City FA U20 v Sydney United U20 | W | 3-5 |
| Australia New South Wales U20 League | 2023/04/30 03:00 | Central Coast Mariners U20 v Sydney United U20 | L | 2-0 |
| Australia New South Wales U20 League | 2023/04/25 08:59 | Wollongong Wolves U20 v Sydney United U20 | L | 2-1 |
| Australia New South Wales U20 League | 2023/04/23 03:00 | Sydney United U20 v NWS Spirit FC U20 | W | 4-1 |
| Australia New South Wales U20 League | 2023/04/08 03:00 | Sydney United U20 v Blacktown City U20 | W | 4-0 |
| Australia New South Wales U20 League | 2023/04/02 03:00 | Rockdale Ilinden FC U20 v Sydney United U20 | L | 3-2 |
| Australia New South Wales U20 League | 2023/03/25 05:10 | Sutherland Sharks U20 v Sydney United U20 | L | 2-1 |
| Australia New South Wales U20 League | 2023/03/19 08:00 | Sydney United U20 v Sydney FC U20 | W | 2-1 |
Away History
| Australia New South Wales U20 League | 2023/05/06 06:30 | Sydney Olympic U20 v Marconi Stallions U20 | W | 3-2 |
| Australia New South Wales U20 League | 2023/04/29 06:30 | Sydney Olympic U20 v Wollongong Wolves U20 | L | 1-4 |
| Australia New South Wales U20 League | 2023/04/22 23:00 | Apia L Tigers U20 v Sydney Olympic U20 | W | 1-2 |
| Australia New South Wales U20 League | 2023/04/06 07:45 | Mt Druitt Town Rangers U20 v Sydney Olympic U20 | L | 3-1 |
| Australia New South Wales U20 League | 2023/04/01 05:30 | Sydney Olympic U20 v Bull FC Academy U20 | L | 0-3 |
| Australia New South Wales U20 League | 2023/03/25 05:30 | Sydney Olympic U20 v NWS Spirit FC U20 | D | 1-1 |
| Australia New South Wales U20 League | 2023/03/19 06:00 | Blacktown City U20 v Sydney Olympic U20 | W | 1-3 |
| Australia New South Wales U20 League | 2023/03/11 06:00 | Western Sydney Wanderers U20 v Sydney Olympic U20 | L | 3-2 |