Head to Head
| 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 |
| Australia New South Wales U20 League | 2018/05/19 07:34 | Sydney United U20 v Sydney Olympic U20 | W | 3-1 |
| Australia New South Wales U20 League | 2017/07/30 04:04 | Sydney United U20 v Sydney Olympic U20 | W | 6-1 |
| Australia New South Wales U20 League | 2017/05/07 02:52 | Sydney Olympic U20 v Sydney United U20 | L | 2-0 |
Home History
| Australia New South Wales U20 League | 2021/05/08 09:15 | Apia L Tigers U20 v Sydney United U20 | W | 0-2 |
| Australia New South Wales U20 League | 2021/05/02 02:30 | Sydney United U20 v Manly United U20 | W | 5-1 |
| Australia New South Wales U20 League | 2021/04/25 03:00 | Rockdale Ilinden FC U20 v Sydney United U20 | W | 1-3 |
| Australia New South Wales U20 League | 2021/04/17 07:00 | Mt Druitt Town Rangers U20 v Sydney United U20 | W | 0-5 |
| Australia New South Wales U20 League | 2021/04/11 02:30 | Sydney United U20 v Wollongong Wolves U20 | L | 0-4 |
| Australia New South Wales U20 League | 2021/04/05 03:30 | Sydney United U20 v Bull FC Academy U20 | D | 2-2 |
| Australia New South Wales U20 League | 2021/03/28 03:00 | Marconi Stallions U20 v Sydney United U20 | L | 3-2 |
| Australia New South Wales U20 League | 2021/03/21 02:30 | Sydney United U20 v Blacktown City U20 | D | 1-1 |
Away History
| Australia New South Wales U20 League | 2021/05/09 03:45 | Sydney Olympic U20 v Blacktown City U20 | D | 1-1 |
| Australia New South Wales U20 League | 2021/05/01 03:30 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 0-4 |
| Australia New South Wales U20 League | 2021/04/25 03:45 | Sydney Olympic U20 v Bull FC Academy U20 | W | 2-1 |
| Australia New South Wales U20 League | 2021/04/17 06:00 | Marconi Stallions U20 v Sydney Olympic U20 | L | 2-0 |
| 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 | 2021/04/06 08:45 | Sydney Olympic U20 v Wollongong Wolves U20 | W | 4-1 |
| Australia New South Wales U20 League | 2021/04/03 06:00 | Mt Druitt Town Rangers U20 v Sydney Olympic U20 | W | 3-4 |
| Australia New South Wales U20 League | 2021/03/28 05:30 | Sydney FC U20 v Sydney Olympic U20 | L | 1-0 |