Head to Head
| 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 | 2020/03/14 06:00 | Manly United U20 v Sydney United U20 | W | 1-2 |
| Australia New South Wales U20 League | 2020/03/01 02:00 | Blacktown City U20 v Sydney United U20 | W | 2-3 |
| Australia Friendlies | 2020/01/25 06:02 | Sydney United U20 v Mt Druitt Town Rangers U20 | L | 1-3 |
| Australia New South Wales U20 League | 2019/08/11 03:03 | Sydney United U20 v Manly United U20 | W | 3-0 |
| 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 | 2019/07/28 05:00 | Hakoah Sydney City East U20 v Sydney United U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/07/17 08:47 | Apia L Tigers U20 v Sydney United U20 | L | 1-0 |
| Australia New South Wales U20 League | 2019/07/06 07:05 | Mt Druitt Town Rangers U20 v Sydney United U20 | L | 3-2 |
Away History
| Australia New South Wales U20 League | 2020/03/14 04:01 | Marconi Stallions U20 v Sydney Olympic U20 | L | 2-1 |
| Australia New South Wales U20 League | 2020/03/08 04:33 | Apia L Tigers U20 v Sydney Olympic U20 | W | 1-2 |
| Australia New South Wales U20 League | 2020/03/01 02:51 | Sydney Olympic U20 v Wollongong Wolves U20 | L | 0-3 |
| Australia Friendlies | 2020/02/15 03:22 | Sutherland Sharks U20 v Sydney Olympic U20 | D | 1-1 |
| Australia Friendlies | 2020/02/01 06:03 | Manly United U20 v Sydney Olympic U20 | D | 0-0 |
| Australia New South Wales U20 League | 2019/08/04 02:45 | Sydney Olympic U20 v Sydney United U20 | W | 3-0 |
| Australia New South Wales U20 League | 2019/07/28 03:48 | Sydney Olympic U20 v Marconi Stallions U20 | W | 2-0 |
| Australia New South Wales U20 League | 2019/07/21 03:17 | Apia L Tigers U20 v Sydney Olympic U20 | L | 2-0 |