Head to Head
| Australia New South Wales U20 League | 2024/03/02 08:00 | Sydney Olympic U20 v Sydney United U20 | L | 3-0 |
| Australia New South Wales U20 League | 2023/08/25 09:00 | Sydney Olympic U20 v Sydney United U20 | W | 0-4 |
| Australia New South Wales U20 League | 2023/05/14 03:00 | Sydney United U20 v Sydney Olympic U20 | W | 4-1 |
| 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 |
Home History
| Australia New South Wales U20 League | 2024/05/26 03:00 | Sydney United U20 v Central Coast Mariners U20 | L | 2-4 |
| Australia New South Wales U20 League | 2024/05/18 07:00 | St George City FA U20 v Sydney United U20 | W | 0-3 |
| Australia New South Wales U20 League | 2024/05/10 07:30 | Manly United U20 v Sydney United U20 | D | 3-3 |
| Australia New South Wales U20 League | 2024/05/05 03:00 | Sydney United U20 v Western Sydney Wanderers U20 | L | 1-3 |
| Australia New South Wales U20 League | 2024/04/26 07:30 | Sydney FC U20 v Sydney United U20 | W | 2-3 |
| Australia New South Wales U20 League | 2024/04/21 03:00 | Sydney United U20 v Marconi Stallions U20 | L | 1-3 |
| Australia New South Wales U20 League | 2024/04/07 03:00 | Sydney United U20 v Rockdale Ilinden FC U20 | D | 2-2 |
| Australia New South Wales U20 League | 2024/03/31 02:00 | Blacktown City U20 v Sydney United U20 | L | 2-1 |
Away History
| Australia New South Wales U20 League | 2024/06/01 07:00 | St George City FA U20 v Sydney Olympic U20 | L | 3-2 |
| Australia New South Wales U20 League | 2024/05/25 07:00 | Hills United FC U20 v Sydney Olympic U20 | D | 0-0 |
| Australia New South Wales U20 League | 2024/05/17 07:30 | Sydney FC U20 v Sydney Olympic U20 | L | 4-1 |
| Australia New South Wales U20 League | 2024/05/05 05:00 | St George Saints U20 v Sydney Olympic U20 | L | 4-3 |
| Australia New South Wales U20 League | 2024/04/21 03:00 | Sydney Olympic U20 v NWS Spirit FC U20 | W | 5-3 |
| Australia New South Wales U20 League | 2024/04/14 02:30 | Rockdale Ilinden FC U20 v Sydney Olympic U20 | L | 3-2 |
| Australia New South Wales U20 League | 2024/03/30 08:00 | Sydney Olympic U20 v Wollongong Wolves U20 | W | 5-2 |
| Australia New South Wales U20 League | 2024/03/22 06:30 | Manly United U20 v Sydney Olympic U20 | L | 2-0 |